Reading Time: 8 minutes

Organizations have spent years trying to make learning more accessible.

And by most traditional measures, they’ve succeeded—LMS adoption is high, content libraries are full, and micro-learning is everywhere.

But despite all of that, behavior change remains elusive.

Employees still struggle to apply what they’ve learned.

Leaders still default to old habits in moments that matter most.

And learning professionals are left asking: Why isn’t any of this sticking?

This is the core tension behind Just-in-Time (JIT) learning. Originally developed as a way to deliver information in the moment of need, it promised a better way to support learners—less waste, more relevance, stronger application.

But the way JIT learning has been implemented hasn’t kept up with the complexity of work today. In many cases, it’s still just a content delivery model with a new name.

To understand what needs to change, it helps to look at where the model came from—and why it no longer meets the demands of modern teams.

Get the free guide to close your leadership development gap and build the trust, collaboration, and skills your leaders need to thrive.

The Origins Of Instructional Design

Formal instructional design emerged alongside the information revolution. IBM announced its first mass-produced computer—the IBM 650—in 1953. Just a few years later, Bloom’s Taxonomies of Educational Objectives laid the groundwork for structured learning models.

Both learning and technology took another leap in the 1990s with the rise of the Internet and the introduction of e-learning at scale.

This was also the era when the concept of “Just-in-Time” learning took hold. Writing for Chief Learning Officer, Bob Mosher—who, alongside Con Gottfredson, developed the influential “5 Moments of Need” model—later expressed some regret about how the idea was embraced:

From the learning community’s perspective, JIT was strictly a time issue; basically time saved on not attending class. It was about availability. But to our learners JIT meant something else. Say JIT to learners and they take it to a whole new level. For them it doesn’t just stop at availability. That’s the easy part. For them it’s an issue of context as well.

The material presented needs to be just the right amount of information about just the right topic to help them solve or learn something right in front of them at the right time. Try running that through your LMS and e-learning library. Few hold up to that promise and level of effectiveness. – [1]

Even in its early days, the gap between content availability and contextual relevance was clear. Learners weren’t just asking for faster access—they were asking for support in the moment they needed to act. And that’s where most systems, then and now, continue to fall short.

Make Your Just In Time Learning More Impactful

See How High Performing Teams Use Tech To Equip Their Leaders
leadership development guide

Why Just-in-Time Learning Needs to Be More Than Content Availability

Of the 5 Moments of Need — the learning framework introduced by Bob Mosher and Con Gottfredson — the first two, Learn New and Learn More, are considered good matches for traditional learning approaches like classrooms and content [2].

The remaining moments are more fragile. When someone needs to put their learning into practice (Apply), solve an unexpected problem (Solve), or internalize a new way of doing things (Change), most people won’t turn to a learning management system… Each of these three Moments of Need requires advanced L&D strategies that go beyond content libraries.

Moment 3: Help Learners Apply Classroom Learning

What is it?

According to the Harvard Business Review, after receiving training from L&D, only 12% of employees use new learnings in their jobs [3]. The infamous “Forgetting Curve” suggests that by the time an employee walks out of a classroom, across campus, and to their desk, they will have lost 42% of the information they received.

Go to lunch?

By the time they return, the information loss grows to 56%. By the next day, the typical employee only retains about a third of their training. [3] This is why the Apply moment is so challenging, and why the Just-in-Time concept is so attractive.

What does good look like?

A really good strategy for Apply would enable employees to learn in the flow of work, based on their real, experienced context, and these learnings would be personalized to each learner.

What does the market look like?

A look at current offerings shows that most platforms that claim “Just-in-Time” are an evolved version of the eLearning strategy from the 90s. Yes, it is excellent to have courses available, and the switch to micro-learning formats may help employees digest more focused content. Sometimes these platforms offer integrations, but rarely so that employees can actually engage with learning in the tools they use every day.

Personalization looks more like red sauce offerings at the grocery — you can pick Chunky, Sage, or Meat Sauce. In fact, in many cases, these personalizations are simply a learning track, each for Individual Contributors vs. Managers.

What Needs to Happen Instead

Co-founder Kirsten Moorefield has repeatedly told the Cloverleaf product team, I don’t want users to spend time on the platform, I want them to get insights inside the tools they use every day. L&D Practitioners find that when they invest in human skill training for employees, Cloverleaf helps conquer the Forgetting Curve by providing true Just-in-Time learning in Slack, Microsoft Teams, and Email.

As a team of one supporting 2,000 employees, Cloverleaf’s coaching tools have empowered our leaders to develop their teams without constant hand-holding. It’s scalable, personalized, and impactful. — Dr. Erin Meyers

Cloverleaf learnings actually matter to employees because

  • They are short and impactful (driven by more than 7 years of internal refinement),
  • They are context-aware (Cloverleaf’s algorithms sync with users’ calendars and activity to deliver coaching on the most relevant teammates each day), and
  • They are personalized with the most individualized model of human personality available (Cloverleaf’s support across more than 12 industry-leading assessments enables unmatched depth of understanding).

As a result, learning doesn’t just get delivered—it gets used.

Cloverleaf helps turn new knowledge into daily action, accelerating leadership growth and reducing skill decay across the organization.

Moment 4: Help Learners Solve New Problems

What is it?

The original Just-in-Time marketing simply meant having content available whenever a learner wanted to access it. In theory, by hosting the right Just-in-Case content, companies could help learners solve new issues they encountered. The problem?

If you build it, they will come. Or will they? Don’t count on it. — Association for Talent Development [4]

The “Solve” moment is all about what happens when things break. L&D tools face two barriers in these moments:

  1. The employee needs a trigger to reach for support, and
  2. Stressed employees are likely to reject, or simply fail to recognize, learnings that don’t seem relevant to themselves and their context.

What does good look like?

The best solutions for the Solve moment will be available in employee tools to be encountered when difficult moments arise, will be able to provide useful learnings that clearly apply to the problem in question (context-aware), and should be personalized enough to resonate with a learner who may be feeling vulnerable (personalized).

What does the market look like?

Current offerings that can respond to the “solve” moment tend to look like content libraries or AI chatbots. Content libraries get in trouble on both fronts — they must be sought-out, so they aren’t, and they are never personalized enough to seem relevant in crisis.

Chatbots tend to be offered more in the flow of work, and would seem to be flexible enough to provide some context-awareness and personalization. The trouble with the current state of chatbots is that these qualities, and the learning they would seek to provide, are quite shallow.

L&D leaders cannot be certain what advice or models chatbots will offer up, and so cannot integrate this strategy with a broader organizational culture. The advice chatbots provide also may not resonate with users or be applicable to others who are involved because these bots have no awareness of personality.

What Needs to Happen Instead

Cloverleaf tries to be present in the tools users use each day, and therefore be available as a trigger in a moment of crisis. Daily Coaching considers users’ meetings, teams, and activity to provide a coaching tip each day on the teammate they are most likely to need coaching on.

Cloverleaf doubled our staff integration success. The tool bridges gaps in teamwork and collaboration, helping employees connect, grow, and perform better as a cohesive unit. — Kevin Mills, INSP

Quickly accessible from Microsoft Teams, Slack, Email, or Workday, Cloverleaf’s Insight Search feature enables users to ask a question in natural language, about themselves or a teammate, and get a highly-relevant, personalized insight to help them Solve their specific issue.

This means employees aren’t left guessing in moments of tension—and HR teams don’t have to step in every time something breaks.

Cloverleaf turns everyday friction into teachable moments—without interrupting the flow of work.

Moment 5: Help Learners Change, Break Habits, and Grow

What is it?

Today, more than ever, organizations face massive change from large economic forces, layoffs, and technology disruption. The fifth moment is about Change — once employees have deeply ingrained a particular view of the world or way of doing things, how can they break habits and learn a new way to do and see things?

Renowned business writer Tom Peters wrote an entire book called “Thriving on Chaos” with the thesis that embracing change is the number 1 challenge of modern business — but the businesses that succeed will learn to be excellent at it [5].

The nature of the “Change” moment is a steep challenge — breaking habits — at a time when resources are likely to be limited.

What does good look like?

Great solutions for the Change moment must provide consistent, affirming nudges in the flow of work, but also scale without requiring more staff time from strained L&D functions.

What does the market look like?

L&D functions provide critical support during organizational change, including by providing traditional offers to help employees learn the new lay of the land, but also by signaling continued investment and helping to close any new skills gaps.

Current L&D platforms tend to address “change” through these lenses — supporting content and addressing skill gaps. Frankly, there are few “Just-in-Time” offerings addressing this learner Moment of Need outside of the general 90s eLearning model.

What Needs to Happen Instead

Change management is a super power for Cloverleaf. During times of change, employees need to feel seen, which Cloverleaf regularly provides when delivering “spot on” tips and insights in Daily Coaching, in a true Just-in-Time fashion.

During periods like this, dealing with new teams becomes a first-order concern, and Cloverleaf is an excellent platform for new managers and teams to quickly move through Tuckman’s Stages of Group Development (forming, storming, norming, performing) [6].

1️⃣ First, alongside self tips, Cloverleaf’s Daily Coaching will provide daily insights into teammate personalities, with more tips provided for teammates based on reporting teams, project teams, and meetings.

2️⃣ Second, Cloverleaf provides personality insights on a team-wide basis. On a fresh team or even a single meeting, Cloverleaf can quickly spin up a dashboard showing each individual’s personality and providing recommendations and insights.

3️⃣ Third, Cloverleaf offers features specifically focused on team growth and formation, like Conversation Cards and Activities.

In times of transition, most tools focus on skills. Cloverleaf focuses on connection—helping new teams build trust faster, navigate uncertainty together, and sustain momentum even as conditions change.

It doesn’t just support change—it helps people lead through it.

Fulfilling the Promise of Just-in-Time by Meeting Learners in Their Moments of Need

While “Just-in-Time” began as a marketing term for freely-accessible content libraries, it has become an ideal that L&D professionals strive for. Mosher and Gottfredson’s 5 Moments of Need provides a model to understand the specific circumstances when Just-in-Time matters most.

When analyzed against each Moment of Need, current “Just-in-Time” solutions tend to fall short in many ways — the typical case being a content library that has adopted the micro-learning format and offers an integration or two without truly offering learning in the flow of work.

Cloverleaf’s platform has been developed for more than 7 years chasing an ideal of meeting learners with human skills and relation-based insights in their flow of work. Personalization is core to Cloverleaf’s strategies, and no other provider can match the deep, multi-faceted model of personality that Cloverleaf has. Cloverleaf’s impactful integration suite and quickly evolving AI platform power increasingly context-aware automated coaching that can meet learners in their moments of need to support and scale the best Learning and Development organizations on the planet.

Reading Time: 11 minutes

Think about the last time your organization used an assessment. Did it lead to meaningful, lasting change? Or did the results end up in a forgotten PDF, briefly discussed in a workshop, and never applied again?

Most assessment platforms promise to drive behavior change by providing deep insights into personality, leadership potential, and team dynamics. However, epiphanies and insightful information alone aren’t enough to create culture-shifting behavior change.

When insights remain locked in downloadable reports—rarely revisited or applied—they fail to make a lasting impact. People need continuous reinforcement and real-time coaching to integrate learning into their day-to-day interactions at work.

3 Common Experiences With Assessment Platforms

HR and L&D leaders invest time and money into assessments, expecting them to drive individual and team growth. But in most organizations, assessments follow a predictable, ineffective pattern:

🔹 One-dimensional insights: Many platforms rely on a single assessment, leading to an incomplete, surface-level understanding of employees. Real development requires a multi-layered view.

🔹 Static reports without real-world application: Insights sit in PDFs, failing to translate into daily actions that improve collaboration, leadership, or decision-making. Data without application is just noise.

🔹 Limited to hiring, missing long-term impact: Assessments are commonly used for hiring, but their greatest potential lies in leadership development, team collaboration, and continuous coaching—yet they’re rarely used this way.

This gap between insight and application is why leadership development remains a challenge. In fact, 74% of HR leaders say managers aren’t equipped to lead change (Gartner, 2025). Organizations need their assessment platform to do more than deliver insights—they need a system that actively guides behavior change, improves communication, and scales leadership development.

Get the full report to build a talent assessment strategy that works as hard as your team.

The Role of Assessment Platforms in Learning & Development

Standard assessment platforms weren’t built for long-term development. But today, assessments can (and should) function as more than one-time reports—they should be dynamic, integrated, and continuously reinforcing growth.

Technology can use assessments to:

Layer Insights – Combine multiple validated assessments for a multi-dimensional view of employees.

Embed In The Flow Of Work: Provide just in time coaching nudges in workplace tools.

Develop People At Scale: Help leaders and teams to grow collectively and build culture.

Assessment platforms are capable of more value and ROI. They can serve as ongoing coaching tools—helping employees, managers, and teams turn insights into daily action. By integrating assessment insights into workflows and reinforcing learning over time, organizations can finally bridge the gap between knowledge and behavior change.

The Standard Assessment Model Is Broken

Most assessment platforms focus on delivering insights—but insights alone don’t create change. HR and L&D leaders invest in assessments expecting them to improve leadership, team collaboration, and engagement, but without reinforcement, these insights quickly fade.

🔹 Insights Without Actionability: Employees take an assessment, receive a detailed report, and… then what? Without actionable follow-up, the data becomes a one-time event instead of an ongoing development tool.

🔹 Siloed & Disconnected: Many organizations use multiple assessments across different teams, but without a centralized platform, insights remain fragmented. This increases costs, creates inconsistencies, and prevents teams from building a shared language for collaboration.

🔹 Limited View of the Whole Person: Most platforms rely on a single assessment at a time, offering only a narrow slice of an employee’s strengths, communication style, or work preferences. Real development requires a multi-layered understanding that connects behavioral tendencies, motivations, and thinking styles.

🔹 Missed Potential Beyond Hiring: While assessments play a role in talent selection, their real power is in driving ongoing development—but most platforms stop at the hiring stage.

🔹 Difficult To Scale Development: HR teams and managers don’t have the time or resources to reinforce assessment insights for every employee manually. Coaching remains inconsistent and unscalable without technology to automate and integrate insights into daily workflows.

With these limitations, assessments become a checkbox exercise instead of a catalyst for lasting behavior change.

Organizations spend time and money on assessments with little long-term impact because platform capabilities remain static instead of dynamic and adaptive. For assessments to truly impact workplace culture, they must be embedded into the daily workflow, guiding behavior change in real time.

Bring Multiple Assessments Into One Dashboard for a Holistic View of People

Assessments are valuable tools for understanding individuals and teams—but their full potential is only realized when insights are integrated, layered, and continuously applied. Instead of relying on one-off assessments, a centralized platform enables organizations to use multiple validated tools to create a more complete, multidimensional understanding of employees.

A comprehensive suite of assessments across four key categories provides a well-rounded understanding of individuals, teams, and workplace dynamics.

Behavioral – Understanding work styles, decision-making, and communication preferences.
Strengths – Identifying natural talents and energizing strengths.
Culture – Uncovering core values and motivational drivers.
Productivity – Optimizing work rhythms and energy patterns.

Each of these assessments contributes a unique perspective on individual and team dynamics, allowing organizations to gain deeper insights, enhance collaboration, and drive meaningful behavior change.

🧠 Behavioral Assessments To Understand How People Lead, Think, Communicate, and Work?

Behavioral assessments can provide insights into personality, cognitive preferences, and how individuals interact with others in different contexts. These tools help teams improve collaboration, communication, and leadership effectiveness.

16 Types (MBTI): Uncovers how individuals make decisions, process information, and engage with the world based on four preference pairs (e.g., Introversion vs. Extraversion). Helps teams better understand thinking styles and workplace interactions.

Enneagram: Explores core emotional drivers and motivations, revealing why people behave the way they do. This deepens self-awareness and enhances empathy, leadership, and conflict resolution.

DISC: Measures communication and behavioral tendencies in favorable and unfavorable situations. Helps individuals and teams navigate workplace dynamics, manage conflict, and improve collaboration.

HBDI (Herrmann Brain Dominance Instrument): Evaluates thinking styles to strengthen decision-making, problem-solving, and team collaboration by uncovering cognitive diversity.

💪 Strength-Based Assessments – What Are People’s Natural Strengths?

Strengths-based assessments identify what energizes individuals and how they contribute their best work. Unlike traditional assessments that focus on gaps or weaknesses, these tools help teams lean into their natural strengths for increased engagement and performance.

CliftonStrengths®: Identifies an individual’s top 5 strengths across four domains: Executing, Strategic Thinking, Influencing, and Relationship Building. Used for leadership development and high-performing teams.

Strengthscope®: Helps individuals discover the underlying qualities that energize them, allowing them to bring their best to work every day. Supports employee engagement and career growth.

VIA Character Strengths: Identifies positive character strengths across six categories, including Wisdom, Courage, and Humanity. Helps individuals and teams build resilience, self-awareness, and well-being.

🏛 Cultural & Motivational Assessments – What Drives People’s Actions and Decisions?

Understanding workplace culture is essential for building alignment, engagement, and shared purpose. These assessments measure values, motivations, and core beliefs to help organizations cultivate strong, values-driven teams.

Culture Pulse: Evaluates team and organizational values, norms, and behaviors to measure culture alignment and areas for growth.

Motivating Values: Assesses the core values that drive behavior, helping organizations align employees’ intrinsic motivators with company culture.

Instinctive Drives (I.D.): Reveals how individuals naturally approach tasks, problem-solving, and collaboration, providing practical strategies to improve effectiveness and reduce stress.

⏳ Productivity & Work Rhythms – When and How Do People Work Best?

Productivity assessments help individuals optimize their energy levels, focus, and work habits to inform peak performance times and opportunities.

 Energy Rhythm: Identifies daily energy patterns to determine when employees feel most alert and productive. Helps optimize task management, meeting schedules, and work efficiency.

Is Your Talent Assessment Strategy Keeping Up?

See How Leading Teams Use Tech To Stay Ahead.
2025 State of Talent Assessment Strategy

Why Centralizing Your Assessment Strategy Matters

Many organizations invest in assessments, but their impact is diluted when insights, costs, and usage are scattered across multiple tools, vendors, and teams. Without a cohesive, scalable strategy, assessment data remains isolated, underutilized, or forgotten—limiting its potential to drive real behavior change and increasing unnecessary costs.

A centralized approach ensures assessments aren’t just one-time exercises but become ongoing coaching tools that shape leadership, teamwork, and culture—while optimizing investment and eliminating hidden costs.

The Benefits of a Unified, Scalable Assessment Strategy:

One dashboard for all assessments → No more managing multiple platforms or tracking down reports.

Layered insights for deeper understanding → Combine multiple assessments for a multi-dimensional view of individuals and teams.

Automated coaching in the flow of work → Deliver insights where and when they matter—inside Slack, Outlook, Gmail, and team meetings.

Cost efficiency & transparency → Consolidate spending, eliminate redundant vendor contracts, and negotiate better pricing with a centralized platform.

When assessments are centralized, layered, and continuously reinforced, they become more than just static personality insights. They evolve into dynamic coaching tools—actively shaping leadership, improving collaboration, and driving measurable growth across an organization while reducing wasteful spending.

Layering Multiple Assessment Learnings Creates A Rich, Dynamic Platform

Most assessment platforms are limited in functionality by isolated frameworks to understand people—whether it’s personality, communication style, or strengths. But people are multi-dimensional. No single assessment can capture the full complexity of how individuals think, work, and collaborate.

By layering multiple validated assessments, organizations can create a richer, more accurate picture of their people—leading to better coaching, stronger teams, and more effective leadership development.

One Assessment = Limited Insights. Multiple Assessments = A Complete Picture.

Consider how different assessments contribute unique but complementary insights:

16 Types

  • What it measures: How people process information, make decisions, and interact with the world
  • Why it matters: Helps teams understand different problem-solving approaches and communication styles

Enneagram

  • What it measures: Core emotional drivers and motivations
  • Why it matters: Provides deep insights into what fuels behavior, stress responses, and interpersonal dynamics

DISC

  • What it measures: Work style and communication tendencies
  • Why it matters: Helps teams navigate collaboration, conflict resolution, and leadership tendencies

StrengthsFinder

  • What it measures: Top 5 core strengths across four domains (Executing, Thinking, Influencing, Relationship-Building)
  • Why it matters: Helps individuals lean into their natural talents and leadership abilities

HBDI

  • What it measures: Cognitive thinking styles
  • Why it matters: Optimizes decision-making, innovation, and strategic problem-solving

Culture Pulse

  • What it measures: Values, beliefs, and organizational norms
  • Why it matters: Ensures teams align on culture, mission, and shared purpose

Energy Rhythm

  • What it measures: Daily energy patterns and focus levels
  • Why it matters: Helps optimize productivity, task management, and work schedules
Assessment
What It Measures
Why It Matters
16 Types (MTBI)
How people process information, make decisions, and interact with the world
Helps teams understand different problem-solving approaches and communication styles
Enneagram
Core emotional drivers and motivations
Provides deep insights into what fuels behavior, stress responses, and interpersonal dynamics
DISC
Work style and communication tendencies
Helps teams navigate collaboration, conflict resolution, and leadership tendencies
StrengthsFinder
Top 5 core strengths across four domains (Executing, Thinking, Influencing, Relationship-Building)
Helps individuals lean into their natural talents and leadership abilities
HBDI
Cognitive thinking styles
Optimizes decision-making, innovation, and strategic problem-solving
Culture Pulse
Values, beliefs, and organizational norms
Ensures teams align on culture, mission, and shared purpose
Energy Rhythm
Daily energy patterns and focus levels
Helps optimize productivity, task management, and work schedules

The Power of a Multi-Layered Assessment Approach

❌ Using just one assessment? You’ll get a glimpse of how someone operates.

💡Using multiple assessments? You’ll get a dynamic understanding of how someone might:

✅ Make decisions under pressure
✅ Communicate and collaborate in teams
✅ Find motivation and purpose at work
✅ Leverage strengths to succeed
✅ Think and solve problems

Rather than treating leadership development as one-size-fits-all, this approach adapts coaching to each individual’s needs—leading to better leaders, stronger teams, and measurable impact.

Is Your Platform Built for Layered, Continuous Development?

Most platforms force HR and L&D leaders to piece together insights manually across different tools. Cloverleaf solves this by integrating multiple assessments into one dashboard, allowing organizations to:

See assessment results side by side—understanding people from multiple angles.
Deliver daily, automated coaching based on combined insights.
Provide real-time, personalized development for employees, teams, and leaders.

Assessment technology can do far more than reveal insights—it can support real, sustained development when integrated into daily workflows. Assessments become powerful coaching tools that provide employees and leaders with personalized, in-the-moment guidance to improve communication, collaboration, and leadership effectiveness if layered and reinforced over time.

Rather than serving as one-time data points, assessment insights should be continuously applied—helping individuals grow, teams work better together, and organizations build a thriving culture of development.

How Cloverleaf Compares to Other Assessment Platforms

Organizations searching for an assessment platform often face a crowded market of tools that claim to improve leadership, team collaboration, and workplace performance. However, most platforms still rely on outdated, one-dimensional approaches that fail to deliver lasting impact. Cloverleaf takes a fundamentally different approach—transforming assessments from static insights into real-time, embedded coaching.

Other Assessment Platforms vs. Cloverleaf

Feature
Traditional Assessment Platforms
Cloverleaf
Assessment Focus
Typically rely on a single assessment (e.g., DISC, MBTI, or StrengthsFinder)
Layers multiple validated assessments for a multi-dimensional view
Report Accessibility
Provides a PDF report that is rarely revisited
Continuous coaching nudges reinforce insights in daily workflows
Use Case
Primarily used for hiring and selection
Designed for ongoing leadership, team development, and coaching
Scalability
Requires HR and L&D teams to manually interpret and deliver insights
Automated coaching scales leadership development without additional workload
Integration
Insights remain siloed in assessment tools
Delivers insights inside Slack, MS Teams, Outlook, and Gmail
ROI & Cost Transparency
Fragmented vendor costs, difficult to track usage across teams
One centralized platform reduces redundancy and optimizes investment

Feature: Assessment Focus

  • Traditional Assessment Platforms: Typically rely on a single assessment (e.g., DISC, MBTI, or StrengthsFinder)
  • Cloverleaf: Layers multiple validated assessments for a multi-dimensional view

Feature: Report Accessibility

  • Traditional Assessment Platforms: Provides a PDF report that is rarely revisited
  • Cloverleaf: Continuous coaching nudges reinforce insights in daily workflows

Feature: Use Case

  • Traditional Assessment Platforms: Primarily used for hiring and selection
  • Cloverleaf: Designed for ongoing leadership, team development, and coaching

Feature: Scalability

  • Traditional Assessment Platforms: Requires HR and L&D teams to manually interpret and deliver insights
  • Cloverleaf: Automated coaching scales leadership development without additional workload

Feature: Integration

  • Traditional Assessment Platforms: Insights remain siloed in assessment tools
  • Cloverleaf: Delivers insights inside Slack, MS Teams, Outlook, and Gmail

Feature: ROI & Cost Transparency

  • Traditional Assessment Platforms: Fragmented vendor costs, difficult to track usage across teams
  • Cloverleaf: One centralized platform reduces redundancy and optimizes investment

Common Gaps in Other Platforms

Many assessment platforms provide valuable insights—but insights alone don’t drive behavior change. Here’s where traditional solutions fall short:

One-and-Done Reports: Most assessments generate a report that is briefly reviewed in a workshop and then forgotten—leaving no long-term impact.

Siloed Insights: Many organizations use multiple assessments across different teams, but results remain disconnected, making it difficult to align teams or build a shared language for collaboration.

No Reinforcement or Real-World Application: Employees struggle to apply what they’ve learned in daily work interactions without continuous nudges and in-the-moment coaching.

Limited Use Cases: Traditional assessments are often used only for hiring decisions rather than developing employees and improving team dynamics over time.

High Costs & Lack of Transparency: Many organizations spend significantly on assessments without a clear understanding of ROI, as costs are spread across multiple vendors without central oversight.

Why Cloverleaf Is Different

Cloverleaf reinvented what is possible with assessment platforms by integrating multiple insights to reinforce learning through daily coaching nudges and embedding development into the flow of work.

Multi-Dimensional Insights, Not Just a Single Report
Instead of relying on one assessment, Cloverleaf combines multiple perspectives (DISC, MBTI, Enneagram, StrengthsFinder, etc.) to provide a more accurate, holistic understanding of individuals and teams.

Continuous Coaching, Not Just One-Time Feedback
Cloverleaf’s tech powered coaching nudges provide real-time, contextual insights—helping employees and managers turn knowledge into action.

Built for Team & Leadership Development, Not Just Hiring
While traditional assessments focus on candidate selection, Cloverleaf is designed for long-term growth—helping teams improve collaboration, communication, and leadership effectiveness.

Seamless Integration with Daily Tools
Insights shouldn’t live in PDFs. Cloverleaf delivers coaching tips inside the tools employees already use (Slack, Outlook, Gmail, MS Teams), ensuring learning happens in the moment, not in isolation.

A Single, Cost-Effective Platform for Assessments
By centralizing assessments into one integrated system, Cloverleaf helps organizations reduce redundant spending, simplify vendor management, and maximize ROI on assessment investments.

Most HR and L&D leaders know that assessments can be powerful tools for development—but only if they’re applied consistently and reinforced over time. Cloverleaf isn’t just an assessment provider; it’s a coaching platform that ensures assessment insights translate into action.

Organizations looking for the best assessment platform for talent development need more than just reports—they need a scalable solution that supports employees, managers, and teams at every stage of growth.

Next Steps for HR & L&D Leaders

For decades, assessments have been used to evaluate people—but the real opportunity lies in using them to develop people. The future of assessments isn’t just about collecting data; it’s about providing ongoing coaching that transforms insights into action.

Organizations that move beyond static reports and one-time debriefs will unlock stronger leaders, more engaged teams, and a culture of continuous growth. Assessments should not be an endpoint—they should be the starting point for leadership development, team collaboration, and long-term performance improvement.

Cloverleaf makes this possible by turning assessments into dynamic, on demand development tools—integrated seamlessly into everyday work.

💡 Is your current assessment strategy driving real behavior change?

If your assessments are still sitting in PDFs, disconnected from daily work, and failing to produce measurable outcomes, it’s time to rethink your approach. The best assessment platform doesn’t just deliver insights—it helps teams apply them, reinforce them, and grow from them.

☘️  Discover How Cloverleaf Transforms Assessments Into Actionable Development

By centralizing multiple assessments, embedding insights into workflows, and automating personalized coaching, Cloverleaf ensures assessments don’t just inform—they actively shape behavior, strengthen leadership, and improve collaboration.

FAQs

How Does Cloverleaf Centralize Assessments?

Cloverleaf unifies multiple industry-leading assessments into a single platform, including DISC, Enneagram, 16 Types, StrengthsFinder, and more. This eliminates the complexity of managing multiple vendors, ensuring all assessment data is integrated, easily accessible, and continuously applied for leadership and team development.

How Is Cloverleaf Different From Other Assessment Platforms?

Most platforms generate static reports that are rarely revisited. Cloverleaf goes further by embedding AI-powered coaching nudges into daily workflows, layering multiple assessments for a complete view of employees, and providing a centralized dashboard for managing assessments in one place—transforming insights into real-time, actionable development.

Can Cloverleaf Help Scale Leadership Development?

Yes! Many managers lack the time or tools to coach their teams effectively. Cloverleaf automates coaching, delivering personalized, just-in-time insights that help leaders grow without adding extra workload for HR. This ensures scalable, ongoing leadership development that aligns with real-world interactions.

How Does Cloverleaf Ensure Assessment Data Leads to Real Behavior Change?

Instead of relying on one-time workshops, Cloverleaf continuously reinforces learning through automated coaching nudges in Slack, Outlook, Gmail, and MS Teams. Insights are delivered when and where they’re needed, helping employees and managers apply them in real-work situations and improving communication, collaboration, and leadership.

What Types of Organizations Benefit Most From Cloverleaf’s Platform?

Cloverleaf is ideal for organizations that need to scale leadership development, improve team collaboration, and maximize the ROI of assessments. It’s especially valuable for:

HR & L&D teams managing multiple assessments and seeking an integrated solution.
Organizations investing in leadership & talent development but struggling with implementation.
Companies prioritizing continuous learning and just in time coaching.

What Results Can Organizations Expect From Using Cloverleaf?

Organizations using Cloverleaf see higher engagement, stronger leadership capabilities, and improved team collaboration. By integrating assessment insights into daily workflows, they also increase the ROI of assessments and reduce redundant costs from multiple vendors.

Reading Time: 11 minutes

Coaching in the workplace isn’t working the way it should.

At least, not for most teams.

Over the last decade, workplaces have changed dramatically. Teams are more distributed. Change is relentless. Employees want more support—but they aren’t getting the coaching they need to grow.

And yet, many organizations still approach coaching like they did in 2010.

  • Coaching is reserved for executives while managers and employees miss out on meaningful development.
  • Coaching happens outside of daily work, making it difficult for employees to apply what they learn.
  • Managers are expected to carry the full weight of coaching—without enough support or tools to make it sustainable.

Leaders aren’t ignoring coaching. They’re investing in it, making time for it, and trying to do it well. But despite those efforts, coaching often feels inconsistent, unsustainable, or limited in impact.

It’s not because coaching isn’t valuable. It’s because the way it’s being delivered isn’t built for today’s workplace.

Instead of coaching being event-based, time-bound, and exclusive, it needs to be woven into everyday interactions—accessible to everyone when they need it most.

To make that shift, coaching needs to:

  • Reach beyond leadership circles and become a company-wide practice.
  • Happen in the moments that matter—before key conversations, during collaboration, and as challenges arise.
  • Be scalable—so coaching isn’t another burden on HR or managers but a shared practice that strengthens teams.

Coaching shouldn’t feel like adding more work. It can be your team’s most valuable tool—when it’s done differently.

👉 So, what needs to change? Let’s break it down.

See How Cloverleaf Scales Coaching In The Workplace

Why Coaching Is Different From Other Management Strategies & Why It Is More Effective

Workplace challenges today aren’t the same as they were 10 years ago. But most leadership coaching models haven’t changed to match them.

Managers are expected to motivate, engage, and grow their teams, but they’re still being taught an outdated approach:

Management is about control, while coaching is about discovery.

  • The old-school management model is directive—leaders assign tasks, monitor progress, and correct mistakes.
  • Coaching, on the other hand, encourages employees to explore solutions, ask questions, and take ownership.

Managing focus on execution while coaching builds problem-solvers.

Coaching leads to success because it facilitates psychological capital, a positive psychological resource that coachees can apply to their day-to-day work experiences. – psychologytoday.com

  • Management ensures work gets done. Coaching ensures employees know how to think through challenges independently.
  • In today’s fast-moving, constantly shifting workplace, employees need to be adaptable, not just productive.

Coaching must evolve beyond a top-down model.

  • Coaching shouldn’t just be a leader-to-employee activity—teams grow best when development happens across all levels, not just when managers make time for it.
  • Relying solely on managers for coaching slows down team development and prevents employees from learning alongside one another.

What’s the shift?

Coaching should be a shared team practice—accessible to everyone, not just leaders, and embedded into daily work rather than relying solely on managers to drive it.

Why 2010-Era Coaching Is Holding Your Team Back

Coaching has always been a valuable part of leadership and team development. But in many organizations, it hasn’t evolved alongside the workplace itself.

Teams operate differently than they did a decade ago—communication is faster, collaboration is more fluid, and challenges emerge in the moment. Yet, many companies still use program models that don’t match today’s realities.

Instead of helping teams grow together, coaching often is:

  • Exclusive – Reserved for executives and high-potential employees, leaving most managers and team members without meaningful support.
  • Disconnected from daily work – Delivered through workshops, quarterly reviews, or one-off training sessions that quickly fade from memory.
  • Overly dependent on managers – Coaching is framed as a leadership responsibility rather than an organization-wide practice.

It’s not that these methods never worked—it’s that they were built for a different kind of workplace.

Three Major Gaps in Traditional Coaching

1. It’s Exclusive—Only Leaders Get Coached

Most coaching is designed for senior executives or “high-potential” employees. Managers and employees—who would benefit the most—are left without meaningful development opportunities.

  • The problem: When coaching is limited to a select few, teams lose out on daily opportunities for growth.
  • The impact:
    • 68% of managers have never received formal leadership training, leading to misalignment, disengagement, and poor team performance.
    • Employees receive little to no coaching unless they are identified as high-potential, which can lead to a lack of motivation and unclear career development.

2. It’s Disconnected—Training Happens Away from Real Work

Most coaching and leadership training happens in scheduled sessions or offsite programs. But by the time employees return to their day-to-day work, much of what they learned is forgotten or never applied.

  • The problem: Coaching is treated as an event rather than something employees can apply in their daily roles.
  • The impact:
    • 90% of what people learn in training is forgotten within a month without reinforcement.
    • Employees lack support when they need it most—before key conversations, during challenges, or when giving feedback.

3. It Overloads Managers—Too Much Pressure, Not Enough Support

Managers are expected to drive all coaching and development for their teams, yet they are already juggling multiple responsibilities. Without the right tools and shared accountability, coaching becomes another overwhelming task.

  • The problem: When coaching is only a manager’s responsibility, it doesn’t get the attention it deserves.
  • The impact:
    • Managers struggle to balance coaching with other demands, leading to inconsistent application.
    • Employees don’t receive consistent feedback or growth opportunities because coaching isn’t built into the team’s daily interactions.

Coaching is meant to unlock potential—but when it’s tied to outdated structures, that potential stays untapped.

If coaching isn’t embedded in how teams work together every day, it becomes another initiative instead of a real driver of growth.

So, what does modern, scalable coaching look like?

Let’s break it down.

The Future of Coaching in the Workplace: Scalable, Embedded, and Team-Driven

Workplace coaching is at an inflection point. Organizations are investing more in coaching than ever before—yet many employees still aren’t receiving the development they need.

A recent study found that 9 out of 10 companies plan to increase their investment in coaching over the next 12 months. But if coaching remains exclusive, disconnected from daily work, and overly reliant on managers, those investments won’t create the lasting impact organizations expect.

Coaching isn’t just an HR initiative or a leadership skill—it should be a shared, everyday practice that strengthens teams at every level.

What Needs to Change?

For coaching to drive real results, it must move beyond traditional approaches that limit its reach and effectiveness. Here’s what needs to happen:

  • Coaching must be available to every employee, not just a select few. Too often, coaching is reserved for senior leaders or high-potential employees, leaving the majority of the workforce without meaningful development.
  • It must be part of daily work—not something that happens in training rooms or scheduled sessions. Coaching that only occurs in structured programs often fails to translate into long-term behavior change.
  • It must be shared—coaching isn’t something managers should have to carry alone. When employees learn how to coach and support each other, development becomes a continuous, team-driven process.

A recent Harvard Business Review article reinforces this shift, advocating for leaders to act as coaches and integrate development into daily interactions rather than treating it as a separate function.

How Coaching Must Evolve

Many organizations recognize the need for coaching but are still using outdated strategies. Here’s what’s changing:

  • From Leadership-Only → Teamwide Development
    • Coaching should extend beyond managers to become a team practice that helps everyone improve.
  • From Generalized Training → Personalized, Context-Aware Coaching
    • Employees need coaching that is relevant to their work, strengths, and challenges—not just one-size-fits-all advice.
  • From Training Events → Coaching in the Flow of Work
    • Development needs to happen in the moment, guiding employees before key conversations, collaboration, or decision-making.

Organizations that make these shifts will create a workplace where coaching isn’t just an occasional intervention—it’s a continuous driver of team success.

Coaching That Fits Today’s Workplace

Coaching doesn’t have to be another task on a manager’s plate or a one-off training initiative. It can be woven into how teams work, learn, and grow together.

Companies that embrace scalable, embedded coaching will see stronger teams, greater agility, and a workforce that continuously improves—without adding to the burden of HR or leadership.

How to Make Coaching Scalable, Personalized, and Embedded in Workflows

To truly transform coaching in the workplace, organizations need a strategy that makes development accessible, relevant, and ongoing.

That means moving beyond traditional coaching models and embracing a scalable, personalized, and embedded approach that allows coaching to happen naturally throughout the workday.

Here’s how to make that shift:

1. Shift from Manager-Led Coaching to Teamwide Development

When managers are the only ones expected to drive coaching, it limits how often development happens and puts unnecessary pressure on them.

Instead, coaching should be something that happens across the team in everyday interactions.

  • Employees learn how to coach each other—providing feedback, support, and development beyond just manager interactions.
  • Managers serve as facilitators rather than the sole source of coaching—making team development more sustainable.
  • Teams build a culture where growth and learning happen in the moment, not just in structured sessions.

When coaching is shared across the team, employees take more ownership of their development—leading to stronger collaboration, problem-solving, and continuous growth.

2. Embed Coaching in Daily Tools & Workflows

Coaching is most effective when it happens in the moment—before a critical conversation, during a challenge, or when an employee is struggling with feedback.

Yet, most coaching happens outside of the flow of work, making it difficult to apply when it matters most.

  • Coaching insights are delivered directly through the tools employees use every day (for instance, Slack, Microsoft Teams, Email, Calendar).
  • Instead of waiting for formal coaching sessions, employees receive personalized guidance right before key interactions—helping them apply learning instantly.
  • Coaching becomes part of daily work, eliminating the need for extra meetings or long training sessions.

When coaching is embedded into daily workflows, employees don’t have to “find time” for development—it happens seamlessly as they work.

3. Automate Personalized Coaching to Make It Scalable

One of the biggest challenges with coaching is scalability. Many organizations struggle to provide consistent, high-quality coaching to every employee because coaching has traditionally required time-consuming, manual efforts.

Technology powered coaching changes that.

  • Automated coaching insights provide personalized, context-aware guidance for every team member—without requiring more from managers.
  • Employees receive just-in-time nudges that help them develop leadership, communication, and collaboration skills in their daily roles.
  • Coaching becomes scalable across the entire organization, ensuring every employee has access to meaningful development.

By automating coaching that is personalized and relevant, organizations can provide continuous development without adding administrative burden.

When coaching is:

Shared across the team (not just led by managers),

Embedded into daily workflows (not isolated to training sessions), and

Made scalable with automation (not limited by HR resources),

…it becomes an organic, ongoing part of team success.

When coaching is built into the way teams work—not treated as a separate initiative—it strengthens collaboration, deepens trust, and drives measurable performance improvements across the organization.

How Teams Experience Coaching Differently With Cloverleaf

Most coaching happens in moments that are too little, too late. A leadership workshop here. A quarterly review there. A training session that sounds good in theory but never sticks in practice.

And then, employees are left to figure it out on their own—without support, without reinforcement, and without a way to apply what they’ve learned when it actually matters.

It’s not that organizations don’t want to coach better. It’s that traditional coaching structures aren’t built for the way work happens today. Cloverleaf makes coaching a continuous, integrated part of team growth—not something separate from the work itself.

Coaching Can Be a Daily Practice, Not a Leadership Perk

In many organizations, coaching is reserved for leadership development programs—positioned as something “extra” rather than essential. That means only a handful of employees ever experience it in a meaningful way.

Cloverleaf flips this model. Instead of coaching being locked away in executive training, it’s woven into the way teams work every single day.

  • No applications. No waiting for the next workshop. No limited access. Every employee gets coaching insights designed for their role, their strengths, and the way they collaborate with others.
  • Development moves from leadership training to a team-wide skill. Employees don’t just get coached; they learn how to coach each other—strengthening team trust and collaboration.

Coaching should amplify team dynamics, not just individual performance. When everyone is part of the process, teams move faster, make better decisions, and work together more effectively.

Coaching That Happens When It Matters Most—Not After the Fact

Coaching programs can suffer from poor timing. Employees learn something in a training session but don’t apply it for weeks—or worse, forget it entirely.

With Cloverleaf, coaching happens in the moment when people actually need it.

  • Before a big meeting? Cloverleaf delivers insight on how to communicate more effectively with each teammate.
  • Navigating a difficult conversation? Get guidance on how to frame feedback constructively.
  • Leading a cross-functional project? Cloverleaf helps teams anticipate collaboration challenges before they derail progress.

This isn’t about dumping more information onto employees—it’s about giving them exactly what they need, when they need it.

Growth doesn’t happen in scheduled sessions. It happens in real work moments. Cloverleaf makes sure coaching is there when it counts.

Managers Get Support—Instead of Carrying the Entire Weight of Coaching

Managers know they need to develop their teams, but most aren’t given the support to do it well. They’re expected to coach, give feedback, manage team dynamics, and drive results—all on top of their own responsibilities.

Cloverleaf removes the coaching bottleneck by making team development a shared responsibility:

  • Managers get real-time insights into how their team works best together. Instead of guessing how to motivate or support their people, they get coaching prompts tailored to individual and team strengths.
  • Teams take an active role in their own development. Employees aren’t waiting on their managers to facilitate growth—they’re actively engaging in coaching insights that help them collaborate, communicate, and problem-solve better.
  • Coaching becomes embedded in team culture. Instead of being another task for managers, it’s a natural part of how teams work together.

When coaching is shared across a team, it doesn’t just lighten the load on managers—it strengthens the entire organization.

Why Organizations Are Moving to Cloverleaf

For coaching to create lasting impact, it has to be more than a program—it has to be part of the way teams operate.

That’s exactly what Cloverleaf delivers.

  • Scalable coaching that reaches every employee, not just leadership.
  • Personalized insights tailored to each person’s work style, strengths, and role.
  • Timely guidance that helps employees navigate work challenges in the moment.
  • A shift from manager-led development to a team-wide coaching culture.

The workplace has changed. Coaching should too.

How Technology Helps Leaders and Teams Develop Stronger Coaching Practices

Coaching is about asking the right questions, at the right time, in a way that drives real learning and growth. But for many leaders, coaching feels like something they should do rather than something they feel equipped to do effectively.

Technology bridges this gap by making coaching a natural, structured, and ongoing part of leadership and teamwork. Instead of leaving leaders to figure it out on their own, micro coaching tools provide the right coaching prompts, at the right moments, to help teams grow together.

Here’s how technology helps leaders and team members develop and apply better coaching skills in everyday work:

1. Coaching Conversations That Happen When They Matter Most

Great coaching starts with great questions. But in the middle of a fast-paced workday, most leaders don’t have time to stop and think, What’s the best coaching question to ask right now?

How technology helps:
Personalized coaching prompts before one-on-one meetings, performance check-ins, or feedback conversations.
Digital coaching can suggest the right coaching question based on the employee’s goals, strengths, and challenges.
Real-time nudges reminding leaders to ask questions that spark meaningful reflection—before important conversations, not after.

📌 Example: Before a manager’s 1:1 with a direct report, a coaching tool like Cloverleaf could suggest:
Your team member has been working on improving their communication in meetings. Try asking: ‘What’s one thing you did differently in today’s meeting that worked well?’

Why it works: Instead of relying on memory or instinct, managers get structured guidance to make their coaching more effective.

2. Scaling the Coaching Habit Across Entire Teams

Coaching needs to be a team practice to truly transform a workplace. However, most employees don’t naturally think of coaching each other, and many managers feel like they have to carry the weight of coaching alone.

How technology helps:
Team-wide coaching insights that encourage self awareness and emotional intelligence.
Strength-based coaching insights that help employees understand how to collaborate more effectively based on each other’s personalities and work styles.

📌 Example: A team working on a high-stakes project receives a nudge in their Slack channel:
Before your next meeting, try asking each other: ‘What’s the biggest challenge you’re facing right now, and how can we support you?’

Why it works: Instead of waiting for managers to initiate coaching, teams learn to support each other in the flow of work.

3. Coaching That Adapts to Different Team Members

Not every employee responds to the same coaching style. Some thrive on direct, action-oriented coaching, while others need space for reflection. Coaching can feel frustrating for managers and employees without insight into how each person thinks, communicates, and solves problems.

How technology helps:
Personality-based coaching insights that guide managers on how each team member prefers to receive feedback and coaching.
Behavioral assessments integrated into coaching tools, helping leaders adapt their approach based on individual strengths.
Situational coaching recommendations that adjust based on team dynamics.

📌 Example: Before providing constructive feedback, a manager receives a coaching insight:
Your team member prefers a solutions-oriented approach. Instead of focusing on what went wrong, try asking: ‘What’s one adjustment you can make next time?’

Why it works: Coaching becomes personalized and effective, rather than one-size-fits-all.

4. Reducing the Mental Load of Coaching

One of the biggest reasons leaders don’t coach more often? Cognitive overload. In fast-paced environments, coaching feels like just one more thing to remember—and when people are overwhelmed, they default to what’s easiest: giving directives instead of coaching.

How technology helps:
Automated coaching prompts that eliminate decision fatigue, helping leaders focus on the conversation, not what to ask next.
Seamless integration with daily workflows, so coaching becomes a natural extension of work—not an extra task.
Data-driven insights that show progress over time, giving leaders confidence that their coaching is making a difference.

📌 Example: Instead of a manager scrambling to prepare for a feedback session, an automated coaching tool can provide a nudge like:
Your team member thrives on positive reinforcement and practical next steps. Instead of focusing solely on outcomes, try asking: ‘What part of your approach felt most effective? How can I support you in refining it further?’

Why it works: Leaders spend less time thinking about how to coach—and more time actually doing it.

Technology Doesn’t Replace Coaching—It Makes It Better

At its core, coaching is about human connection—helping people grow, solve problems, and reach their potential. Technology doesn’t replace that—it enhances it by making coaching more structured, more scalable, and more embedded in everyday work.

When leaders and teams have the right tools to support coaching conversations, they don’t just know what to do—they actually do it.

🚀 With coaching technology, every leader can become a great coach, and every team can build a culture of continuous learning.

Reading Time: 9 minutes

Are you responsible for developing leadership and talent across an organization of hundreds—or even thousands—of employees?

You know how important coaching is for improving performance, fostering growth, and retaining top talent. But here’s the problem: how do you make that coaching truly personalized for each individual without adding a massive burden to your already full plate?

Scaling personalized coaching is one of the biggest challenges leaders face today. While there are countless development platforms out there promising personalization, most fall short when it comes to delivering insights that feel relevant and timely to each individual.

Leaders often end up with generic advice that’s loosely tied to broad milestones or role changes, leaving employees feeling disconnected from the coaching process. In modern organizations where efficiency and effectiveness matter more than ever, personalization at scale isn’t just a “nice-to-have”—it’s a necessity.

Why Personalization Matters To Your Leaders

A one-size-fits-all approach to talent development will struggle to resonate with participants. People want—and need—coaching that reflects their unique challenges, strengths, and daily work contexts.

Generic coaching content not only feels impersonal, but it can also lead to missed opportunities for growth, poor engagement, and even higher turnover.

Personalized coaching, on the other hand, ensures that each employee receives guidance tailored to their specific needs, making it far more impactful.

Most organizations struggle to provide individualized support at scale. Traditional coaching programs require time, money, and manual effort—resources that are in short supply. That’s why the ability to automate personalized coaching has become so crucial.

Automating real-time, context-specific insights allows organizations to deliver tailored support to every employee without burdening their leaders. This kind of personalization is meaningful and can transform your talent development strategy, making it scalable, relevant, and deeply impactful.

The Evolution of Personalized Coaching

Coaching has undergone a significant transformation over the past few decades. Historically, coaching was reserved for senior executives and was often and only delivered through face-to-face programs that focused on broad leadership skills or milestones like promotions. As companies recognized the value of coaching for leadership development, the approach started to shift towards more tailored methods.

One of the key moments in this evolution was adopting a coaching leadership style in the late 1990s, which emphasized individual challenges and goals rather than a programmatic model. This shift was driven by an understanding that people respond better to personalized feedback. Fast-forward to today, coaching has become increasingly data-driven, thanks to the rise of digital coaching tools that allow organizations to collect and analyze behavioral data in real time.

Solutions like automated coaching represent the next phase in this evolution. Platforms like Cloverleaf use technology to provide personalized feedback available at any moment that is specific to the person and their team. This approach moves away from previous methods of sharing coaching or advice during scheduled times or only if people hit job role changes.

See How Cloverleaf Scales Talent Development

ai in coaching

4 Trends That Are Shaping The Future Of Personalized Coaching

1. AI-Powered Coaching:

Generative AI and other technologies are being used to support and enhance coaching efforts. Rather than replacing human coaches, AI acts as a “co-pilot,” offering personalized nudges and prompts to reinforce valuable learning that happens in development programs or during coaching sessions. This extends the coaching process beyond scheduled meetings, ensuring that individuals receive continuous, tailored support.

measuring coaching impact

2. Data and Performance Metrics:

Leaders want to know the real impact of coaching. It’s not just about new learning or positive feedback—what matters is whether coaching is actually moving the needle on team performance. Is there a measurable change in behavior and skill application? What’s the return on investment (ROI)? Beyond sentiment and new knowledge, organizations need to see if people’s behaviors are changing in ways that improve the business.

Learning in the Flow of Work

3. Contextualization:

Unlike traditional coaching, available at predetermined times, contextual coaching delivers situation-specific guidance based on an employee’s current work challenges and interactions.

This approach ensures that coaching is actionable and relevant to what’s happening right now, allowing employees to apply the advice immediately, whether it’s before an important meeting or during a critical project, or whenever is best for the individual.

Contextual coaching integrates learning and development into the flow of work, making it both timely and impactful.

This trend is becoming essential as organizations strive to provide more targeted support without adding unnecessary friction to employees’ day-to-day tasks.

4. Remote and Hybrid Coaching:

The shift toward remote and hybrid work environments has pushed coaching to evolve. Virtual coaching, already gaining traction before the pandemic, has now become standard. This trend is further escalated by tools that provide micro coaching moments to ensure each team member receives timely, tailored coaching tips based on their current work challenges and team dynamics throughout their day.

The Demands For Personalization Are Pressing

Despite the advancements in coaching, many platforms struggle to deliver truly personalized coaching at scale. A common issue is that much of the “personalization” offered by many platforms is topical—often limited to role-based advice or broad, milestone-driven coaching. These solutions tend to trigger generic content based on fixed objectives, leading to disengaged participants who don’t feel that the coaching is truly relevant to their immediate needs.

In contrast, automated coaching solves these issues by offering timely, specific advice that is relevant to the individual’s behaviors, strengths, and current work situation. Rather than giving broad, general feedback, it provides coaching that’s action-oriented and contextual because it is about what is happening in the moment. This way, organizations can offer personalized coaching to everyone without overloading their leaders.

By understanding this evolution and leveraging technology, Talent Development Leaders can address the challenges of scaling personalized coaching to drive behavior change and improve performance across their organizations—without overwhelming themselves in the process.

See How Cloverleaf Scales Personalized Coaching

Take a look at Cloverleaf’s key features that can empower your people, build trust, and scale development effortlessly.

The 3 Necessary Components of Effective Personalized Coaching

For personalized coaching to be meaningful and drive behavior change, there are three essential elements to consider: aligning with individual needs, helping employees manage emotions and relationships, and providing support during key moments of work.

Each of these components ensures that coaching becomes practical and relevant, offering insights that people can apply right away to their unique challenges.

1. Resonance with Individual Needs:

For personalized coaching to be effective, it must genuinely connect with each person’s unique challenges and goals. Automated coaching platforms can layer behavioral assessment data like DISC, Enneagram, or 16 Types to better understand how people think, communicate, and approach tasks. This isn’t just about labeling personality traits—it’s about using those insights to provide advice that fits how an individual works in specific situations.

For example, someone who tends to be more detail-oriented may struggle in fast-paced environments. Automated coaching can recognize this tendency and send reminders or strategies to help them manage their workload more effectively in those moments. Likewise, for someone who thrives on collaboration but finds themselves in a remote working situation, the platform can suggest ways to stay connected and communicate more effectively with their team.

This process is powerful because the advice doesn’t come as a generic suggestion, like “work better with your team,” but as specific, situational guidance that feels relevant to what they’re dealing with right now. This could be a tip about managing time before a deadline or a suggestion on how to better frame an idea in a meeting with a team member who thinks differently. In short, it’s advice that feels useful immediately, helping employees put it into practice in the moment.

By providing this type of direct, situation-specific guidance, automated coaching tools make it easier for team members to take what they learn and use it right away, ensuring that the coaching feels both timely and effective.

2. Assist With Managing Emotions and Relationships in Real Time

Another aspect of effective personalized coaching is understanding how emotions and relationships influence workplace success. Emotional Intelligence (EQ) is about recognizing and managing your own emotions, as well as understanding how others feel and react in different situations. Automated coaching technology can consider this by analyzing an employee’s emotional tendencies, such as how they handle stress, communicate under pressure, or lead a team.

Rather than simply giving generic advice, these platforms offer specific, emotionally-informed tips that help employees manage difficult conversations, reduce stress, or adapt their leadership style based on their emotional strengths and challenges.

What makes this approach powerful is that it delivers insights exactly when they’re needed. So, instead of waiting for a coaching session to discuss these challenges, employees receive timely suggestions—for example, a quick reminder to take a breath and stay calm before a high-stakes conversation. Emotional intelligence coaching helps employees stay grounded in the moment and improve how they respond to stressful situations, leading to better team interactions and overall performance.

In high-pressure scenarios, like giving feedback to a team member or handling a tough client call, this coaching helps employees navigate their emotions effectively. By receiving a helpful nudge—like a suggestion to approach the conversation with empathy or patience—they can adjust their behavior accordingly, ensuring their emotional response aligns with their goals for the interaction.

3. Getting Guidance When You Need It

One of the most valuable aspects of modern coaching technology is its ability to deliver advice that fits a person’s exact situation. In the past, coaching often relied on set times, like scheduled sessions, quarterly reviews, or weekly meetings. But these broadly dispersed times don’t always match up with the challenges employees encounter day to day.

Automated coaching can provide specific advice exactly when it’s needed so that the guidance is contextual. Employees no longer have to wait for formal meetings to get helpful input. Instead, they can receive coaching during the moments that matter—while they’re working on a project or navigating a tricky conversation with a teammate.

For instance, imagine an employee working on a tight deadline with a teammate with a different communication style. Individuals can populate personalized coaching tips in real time on how to better approach that teammate to collaborate more effectively right then and there. This approach means coaching becomes part of the daily workflow, making it easier for employees to apply what they learn.

Effective personalized coaching relies on the ability to provide employees with advice and guidance that fits their unique needs, challenges, and emotional awareness, nudged to them or available on demand.

Platforms that can bridge the gap between traditional, scheduled coaching sessions and the immediate demands of the workplace are necessary.

By using data from behavioral assessments, these platforms can offer tailored insights that help individuals and teams adapt their communication, leadership styles, and emotional responses, with access help when it is needed or preferred.

Practical Steps for Automating Personalized Coaching

Before introducing any coaching platform, it’s essential to identify where personalized coaching will have the greatest impact. This process requires assessing the specific needs of your organization to ensure coaching is targeted to areas that need it the most. Key areas to consider include:

  • High-turnover teams: Coaching can be pivotal for teams struggling with retention. It helps create a stronger connection between individuals and the organization, improving engagement.
  • First-time managers: New leaders often need extra support in building leadership skills and navigating team dynamics. Automated coaching can provide timely, actionable feedback to help them grow more quickly.
  • Internal conflict and low morale: If your organization is experiencing internal conflict or a poor culture, coaching can help team members improve communication, collaboration, and overall team dynamics.
  • New or cross-functional teams: Teams that are newly formed or undergoing changes in structure often benefit from automating personalized coaching to help individuals understand each other’s work styles and enable better communication.

Assessing these needs helps ensure that coaching is introduced in areas that make the most immediate and visible difference.

Selecting a Coaching Platform

Not all coaching platforms do the same things; selecting the right one is critical for success.

When evaluating potential tools, you should consider:

  • Integration into daily workflows: Look for platforms that integrate with tools your teams already use to ensure coaching is seamlessly delivered in the flow of work.
  • Behavioral insights: Ensure the platform provides data-driven coaching that can adapt to the individual needs of your employees.
  • Scalability: Consider whether the platform can handle the size of your organization and provide consistent, personalized coaching at scale without burdening leaders.
  • Contextual: Choose a platform that delivers timely, actionable support so employees receive the coaching when it’s most relevant to their work challenges.

For more information on choosing the right platform, you can refer to Which People Development Software Is Best for Your Team, which offers a deeper dive into various options.

Rethinking The Possibilities Of Personalized Coaching For Your Team

As the workplace evolves with more remote and hybrid environments, automated coaching provides a solution that meets modern demands, offering scalable, emotionally informed, and context-specific feedback that makes a real impact. For Talent Development Leaders, the path to successful coaching at scale is clear: leverage technology to provide meaningful, personalized support to every employee, no matter where they are.

Automating personalized coaching is not just a way to streamline leadership development—it’s a critical approach to scaling meaningful, real-time feedback that aligns with each employee’s unique needs and work context.

By embracing technology that offers tailored insights, organizations can overcome the common pitfalls of traditional coaching models, such as generic advice and disengagement.

Platforms like Cloverleaf enable leaders to deliver personalized, actionable coaching without adding to their workload, making it possible to improve both individual and team performance.


Reading Time: 7 minutes

Your team is busy—navigating tight deadlines, back-to-back meetings, and shifting priorities. Traditional coaching programs? Of course, they’re valuable, but they can often cause those participating to feel like it is an additional task that competes with their productivity. It’s a challenge to designate time, space, and mental energy to lengthy sessions or wait for their next performance review to get the feedback they need. And teams are often scattered, hybrid, or remote, and the demands for agility are higher than ever.

That’s why leaders are turning to micro-coaching. Think bite-sized, actionable nudges delivered directly within the workday—digital coaching that meets your team where they are, when they need it most. It’s not about scheduling sessions; it’s ongoing, accessible development that drives growth without disrupting the workday.

Micro-coaching can make personalized coaching possible for entry-level employees to executive leaders – everyone can have an equal opportunity to develop. Let’s explore why this approach is more than a trend; it’s a necessary evolution for teams striving to grow and adapt as the workplace seems to reinvent itself daily.

micro nudge coaching tip

Overcoming Coaching Bottlenecks To Organization-Wide Development

One of the primary barriers to impactful coaching is its resource-intensive nature. Whether it’s one-on-one sessions, workshops, or coaching at group levels, these approaches are simply too costly and logistically challenging to scale across a fast-moving, dynamic workforce. A survey by the Institute of Coaching found that only 23% of employees receive the coaching support they need to thrive.

Employees require immediate, context-specific feedback that addresses the challenges they’re facing in the moment—not at the next scheduled coaching session. What happens in the meantime? Employees spend days or weeks struggling with tasks or team dynamics, missing the opportunity for improvement when they need it most.

People think and work differently, have different motivators, and face different obstacles. Employees crave relevant guidance that fits their specific needs and helps them solve immediate problems. This not only serves the individual but the overall organization. According to Gallup, 80% of employees who have received meaningful feedback in the past week are fully engaged.

Can Coaching Scale Without Losing Personalization?

The barrier to widespread coaching is the ability to scale without losing personalization. Tools like automated coaching eliminate this problem by personalized coaching within the platforms teams use—such as Slack, Microsoft Teams, or email. These insights are more than simple tips—they’re personalized, real-time feedback designed to fit seamlessly into daily workflows.

This high level of personalization is possible through data from validated assessments. Tools like Automated Coaching™ use insights from behavioral and strength-based assessments (e.g., DISC, 16 Types, Enneagram) to tailor nuanced, in-depth coaching tips. For example, if someone is about to enter a meeting with a teammate who approaches problem-solving differently, the tool can provide a nudge on how best to communicate or collaborate effectively with that colleague.

These nudges are not generic—they’re context-specific, grounded in each person’s behavioral tendencies and current work context. By embedding these micro-coaching moments directly into the platforms teams are already using, the learning becomes timely and relevant, aligning with the specific situation an employee is navigating at that moment. This makes coaching timely and integrated into the workflow rather than something external and time-consuming.

Ready To Provide Personalized Mico Coaching To Your Team?​

cloverleaf reflections feature to build self awareness

Making Coaching Personal and Practical for Every Person, Every Day

Scaling coaching without losing its personalized impact can be a major hurdle. This is where micro-coaching, especially automated micro coaching, makes a real difference. Let’s break down why this matters:

1. Scalability Without Sacrificing Personalization:

Traditional coaching often fails to scale because it requires one-on-one sessions or lengthy group workshops. Automated Coaching™ solves this by delivering tailored, actionable insights to every employee, from entry-level to leadership. Unlike other solutions that rely on broad recommendations, each nudge is powered by deep psychometric data, ensuring feedback is relevant to both the individual and the situation they’re navigating. This transforms coaching into something personal, not cookie-cutter.

2. Timely, Context-Specific Insights:

Coaching should be relevant to what’s happening right now—whether someone’s preparing for a difficult meeting or handling team dynamics. The key to Automated Coaching™ lies in its integration with platforms like Slack, Microsoft Teams, and email. Each tip isn’t just random advice—it’s triggered by current work scenarios and team interactions, offering on-the-spot guidance that helps employees overcome specific challenges in real-time. This personalized coaching isn’t based on generic templates but aligned with each person’s work style and behavioral tendencies.

3. Continuous Learning Without Disruption:

Instead of waiting for performance reviews or scheduled coaching sessions, automated micro coaching can deliver daily, digestible tips that promote ongoing development. Learning happens in the moment, without pulling people away from their daily workflow. By embedding micro-coaching into the tools your teams already use, the entire process feels seamless. Development is no longer an interruption—it becomes part of the daily rhythm, allowing immediate application of new skills and reinforcing them regularly.

4. Measurable Impact on Engagement:

Research shows that companies fostering strong coaching cultures report a 62% increase in employee engagement and 51% higher revenue. Regular micro-coaching creates more touchpoints for feedback, which directly correlates to increased job satisfaction and productivity, ensuring teams don’t just burn out but thrive.

How to Introduce Micro-Coaching Successfully To Your Team

Introducing any new coaching initiative can be met with hesitation or outright resistance, whether it’s due to change fatigue, skepticism about effectiveness, or concerns over time commitment. The key to overcoming this resistance and ensuring sustained engagement lies in thoughtful strategy and alignment with employee needs. Here are a few key strategies that can make all the difference:

1. Start with Clear Communication and Transparency.

Employees may not understand the benefits or worry that it’s just another task added to their full plate. It’s not enough to say, “here’s a new tool.” People want to know why it matters to them. Make the introduction of micro-coaching personal by showing how it addresses pain points they’re experiencing today—whether juggling multiple priorities, resolving conflicts faster, or collaborating more effectively. Gather key stakeholders in a live session, but make the conversation interactive—ask for concerns and suggestions so it is collaborative rather than top-down.

IMPORTANT: Email should never be used to introduce a new idea or concept. Email is for notification (i.e., “Here are the meeting notes,” “Attached is the proposal”), not communication.

2. Highlight Immediate Value and Quick Wins.

It’s critical to showcase immediate, practical benefits, such as helping them solve current challenges or improve day-to-day interactions so team members can see the value right away. For example, micro coaching can deliver tips for approaching a challenging meeting or handling communication issues. These contextual, bite-sized tips solve real problems at the moment, which builds trust and engagement over time. When people see the value early on, they’re more likely to stay engaged.

3. Always Lead by Example.

Leadership buy-in is essential. Managers need to not only use micro-coaching but also share how it’s made a difference in their work. They could provide specific examples of how an insight helped them defuse a conflict or guide their team more effectively. When people see their leaders investing in the same growth tools, they’re more likely to follow suit.

4. Use Data to Prove Impact.

Showing employees the tangible results of micro-coaching, like improved team collaboration, higher engagement, or faster problem-solving, reinforces the initiative’s effectiveness. Tools like Cloverleaf track can help you offer actionable data that leaders can share to prove micro-coaching is driving real results.

Introducing micro-coaching to your team may require changing mindsets about ways coaching can happen inside your organization. Leaders can ensure that it is embraced by communicating the benefits clearly, focusing on quick wins, modeling leadership, and proving impact with data.

From Theory to Reality: How Micro-Coaching Is Transforming Leadership Development

It’s one thing to understand the theory behind micro-coaching, but what does it look like in practice? How do you ensure it’s more than just another initiative that fades into the background? Leaders need to see clear, tangible results that prove its effectiveness in organizations just like yours.

types of microlearning

Here’s a real-world example of how Automated Micro Coaching was integrated into a 6-month leadership program involving over 200 leaders—from first-time managers to C-level executives. Throughout the program, leaders received personalized coaching nudges and saw firsthand how micro-coaching could seamlessly fit into their daily routines while delivering impactful results.

What Leaders Had to Say:

  • I have interacted with team members differently based on what I learned about their thinking and outlook on Cloverleaf. For example, I am more direct with one team member than I have been in the past. It also has helped me understand that my outlook on several things is specific to me and may not be the way everyone looks at the world.
  • Using Cloverleaf actually built confidence in the way I approach conversations with my employees. I’m having to talk to individuals and to larger size groups of people more often in my role. Using Cloverleaf to plan communications helps me to keep important things in mind when coaching leaders through some of the issues they face with our staff. Cloverleaf coaching insights helped me learn how to listen, re-direct conversations, and check for understanding so that everyone is clear on the issue.
  • I had to have a discussion with one of my managers to clear expectations for the position. I took some time prior to the meeting to use Cloverleaf to plan how the conversation would be presented and structured, specific to the person I was speaking to. It helped by creating an organized discussion.
  • I appreciate Cloverleaf’s suggestions on how to interact with all individuals of my team and the teams I am on. It helps me prepare for meetings to have more effective 1-1 and team conversations.
  • I read the daily assessment of myself and used the information to practice interactions between coworkers with different personalities. It has helped progress relationships.

Micro-Coaching's Role In The Future of Talent Development

As businesses race toward personalization and adaptability, micro-coaching is rapidly becoming the linchpin of talent development strategies. The future of this approach is clear: data-driven insights from tools that use AI for seamless integration into everyday workflows will not only refine how teams learn and grow but also revolutionize how we think about development altogether.

  • AI-Powered Precision: Imagine a system where coaching is so finely tuned that it can predict when a manager needs feedback on delegation before a meeting or nudge an employee toward collaboration techniques just as they’re about to start a high-stakes project. This level of personalization ensures that employees get relevant guidance exactly when needed.
  • Data-Driven Insights: Data insights will move beyond generic performance metrics. With real-time tracking, leaders will have access to behavioral shifts, engagement increases, and conflict resolution success rates—pinpointing exactly where coaching delivers its most powerful impact. These metrics will not only refine coaching programs but demonstrate clear ROI, ensuring sustained investment in talent development.
Micro-coaching isn’t just about keeping up with trends; it’s about ensuring that your team’s development happens in lockstep with the fast-moving demands of your business. Leaders who leverage micro-coaching can drive actual behavior change and actively influence it in real-time, creating an environment where employees are empowered to thrive rather than just keep up. The future of micro-coaching is not just about scaling development—it’s about humanizing it. As companies continue to adapt, those that embrace this powerful blend of data and personalization will not only see better employee engagement but will build resilient, future-ready teams. The next wave of talent development will be more responsive, personalized, and—most importantly—human.


Reading Time: 9 minutes

For today’s Talent Development Leaders, a disruption is reshaping how we think about people development strategies. Employee growth is not solely limited to yearly workshops or exclusive coaching for senior leadership. The conversation is now focused on scalability, personalization, and continuous learning—concepts that may sound familiar but have only recently become truly feasible thanks to technological advancements.

Leaders in this space understand the stakes: retention, engagement, and performance all hinge on effective development programs. Yet many established models, even those grounded in popular platforms like BetterUp, Torch, and Coachello, often struggle to evolve beyond traditional variations of scheduled learning frameworks. While these platforms are robust and helpful in certain applications, they lean heavily on episodic coaching or leadership-centric models, which sometimes miss the nuanced needs of an entire organization.

What’s the Missing Piece?

If you’re already invested in people development, you’ve likely noticed the growing array of tools and platforms designed to support your efforts.

So, why explore further?

Because the way we approach development is shifting rapidly, and your organization’s needs are evolving just as quickly. The future isn’t just about scaling what already works; it’s about reimagining how development can happen in the flow of work, in real-time, for everyone—from individual contributors to the C-suite.

The tools available today—whether it’s BetterUp’s well-being-focused coaching​(Josh Bersin), Torch’s integration of mentoring​(Torch), or Leadr’s personal development plans for leadership—offer a range of solutions designed to meet different aspects of people development. ​(SourceForge)

But here’s the question: How are these platforms addressing the broader, systemic need for behavior change? There’s a difference between development that’s personalized in theory and personalized because it is unique to the person, contextual, and in real time within in the flow of work.

Speaking of that, what does everyone even mean when we talk about things like:

Coaching for Everyone

Sure, many platforms promise scalable coaching, but is it really reaching everyone in a meaningful way, or is it still reserved for high performers and leadership?

Learning in the Flow of Work

We hear this phrase everywhere, but how often is it executed well? Is development truly woven into work, or does it still require stepping away from productivity to make time for learning?

Personalization

All platforms claim personalization, but how deep does it go? Is the content tailored based on role and department, or does it adjust dynamically based on real-time team interactions and individual needs?

Measuring Impact

It’s easy to track engagement or satisfaction scores, but are you able to clearly see how development impacts business outcomes like retention, team performance, and communication?

AI in Coaching

AI sounds great, but how is it actually being used? Is it helping match users with coaches, or is it going a step further—delivering real-time, adaptive coaching insights based on day-to-day challenges?

Is there more to development than scheduled coaching sessions or leadership-focused programs? As we look to the future, the challenge isn’t just about providing access to coaching—it’s about integrating development into the everyday moments that shape team dynamics, decision-making, and performance.

Automated Coaching™ is designed with this in mind, offering more than LMS style learning, content libraries, role based suggestions, or episodic mentoring. It provides real-time, micro-coaching nudges, customized to your team’s unique dynamics and each individual’s specific needs.

If your current tools have been effective, that’s fantastic. But consider this: Are there advanced capabilities that today’s technology can unlock to make your talent development efforts even more impactful

By the end of this article, you’ll see not only how platforms like BetterUp, Torch, and Coachello contribute to the development space but also why Automated Coaching’s approach is different. It’s a new standard for people development—deeply personal, immediate, embedded, and scalable.

See How Cloverleaf Makes Peopled Development Scalable

barriers to people development

What Are The Actual Barriers Blocking People Development?

It’s easy to assume the barriers to effective people development are surface-level—limited budgets, lack of time, or employee disengagement. But for many Talent Development Leaders, these challenges often mask deeper, systemic issues that are much harder to spot. What if the real obstacles aren’t what we think they are?

Leaders often focus on getting the right tools or securing leadership buy-in, but the true barriers could be how development programs are structured and delivered. For example, we might blame low engagement on lack of motivation, but the root cause could be the disconnect between training and application in the real world of work. Is your development program really embedded in the day-to-day workflow, or is it an isolated initiative? Are you scaling growth for everyone or only offering personalized coaching to a select few?

The real problem may not be in common approaches to measuring success but in how deeply development is embedded into the culture and workflow of an organization. Understanding these underlying barriers is the first step in creating solutions that work in theory and practice.

1. Truly Personalized Learning

While many platforms promise personalized development, most rely on generalized, role-based content that doesn’t account for the individual’s contextual needs, strengths, or challenges. This one-size-fits-all approach results in development that is actually impersonal and disconnected from the day-to-day experiences of employees.

2. Disruptive Learning Opportunities

Development often happens in isolated bursts—through annual workshops or sporadic coaching sessions—leaving employees without the continuous reinforcement they need to apply new skills or change behaviors over time. Without ongoing learning, development is confined to one-off event rather than an embedded growth process. Employees need learning delivered in manageable doses that align with their daily responsibilities to drive growth.

3. Limited Resources

Scaling development across an entire organization is no easy feat. Due to time constraints, budget, and resources, most organizations struggle to offer individualized coaching at scale. The challenge lies in extending meaningful development opportunities to everyone without sacrificing quality.

4. Proving Impact

Leaders often struggle to connect development programs to measurable business outcomes like retention, performance, or collaboration. Satisfaction surveys or engagement metrics might provide some insight, but they don’t capture the real impact of people development efforts, making it difficult to justify ongoing investment.

What People Development Software Are We Talking About?

BetterUp: A Market Leader Focused on Well-Being and Leadership

BetterUp is a leading platform in well-being and leadership development. It focuses on combining personal growth with professional effectiveness. The platform offers flexible learning paths with 1:1 coaching, allowing users to work on personalized goals while improving mental fitness.

Torch: Mentoring and Coaching For Leadership Development

Torch is a platform that focuses on leadership development through a blend of 1:1 coaching and mentoring. By leveraging behavioral science and feedback loops, Torch aims to align leadership coaching with key business outcomes.

Coachello: AI-Powered Coach Matching and Asynchronous Support

Coachello focuses on providing AI-driven service to match team members with ICF certified coaches to offer asynchronous coaching through familiar workplace apps.

Cloverleaf: It’s Not A Chatbot Or Human Coach. It’s Automated Coaching.

Automated Coaching™ offers personalized, on-demand coaching at the moment it’s needed, tailored to who you are and where you are. Team members receive immediate insightful nudges that are specific to their current needs, team dynamics, and individual strengths. Available in workplace tools to impact areas central to quality teamwork and performance.

What Makes Each Platform Different?

If the barriers to people development revolve around personalization, continuous learning, scalability, and proving impact, it’s essential to understand how each platform tackles these challenges. By exploring how BetterUp, Torch, Coachello, and Cloverleaf approach these key pillars, you’ll be able to evaluate which solution best aligns with your organization’s needs for effective development.

1. Personalization

BetterUp offers 1:1 coaching, matching users with a coach based on detailed assessments. This ensures that each leader receives guidance tailored to their unique leadership style, needs, and goals. These assessments allow for a customized experience, although the content, delivered through the platform’s video library and assessments, is often triggered by role-based changes.

Torch provides 1:1 coaching where users are matched with a coach based on job experience, demographics, and individual preferences. Its algorithm ensures a 96% success rate for coach matching, allowing participants to connect with coaches who meet their specific needs and goals. While the focus is on leadership coaching, the platform also incorporates learning materials based on behavioral science and user feedback.

Coachello’s AI-powered platform recommends coaches for 1:1 coaching based on an intake self-assessment, allowing for a coaching journey that aligns with their development goals around specific soft skills. Participants can also select coaches manually based on preferences.

Cloverleaf provides accurate, layered insight that are based on each person’s unique psychometric data and the specific individuals a team member interacts with daily. Each coaching moment is not only customized to an individual’s strengths but also contextually relevant to their current team dynamics and relationships.

2. Continuous Learning

BetterUp integrates a program-driven approach with ongoing learning opportunities. The platform offers 1-2 minute videos and monthly content updates through both self-guided learning paths and instructor-led sessions so that users receive fresh content relevant to their roles. This structure provides a steady flow of new ideas from a content library to emerging and established leaders. BetterUp’s model allows users to choose when they engage with content, whether through individual coaching, group sessions, or self-directed pathways.

Torch allows participants to access both asynchronous coaching and live 1:1 video sessions through various formats, such as drop-in coaching, one-on-one sessions, and group mentoring. Torch also tailors development programs to each organization’s unique values and competencies, aligning coaching with business strategy.

Coachello offers 6-8 session-based coaching programs, which focus on objective-driven paths. Participants follow development journeys with clear, outcome-based goals that help them progress in areas like leadership or personal development.

Cloverleaf integrates coaching into daily tools like Slack, Microsoft Teams, email, and calendars, ensuring employees receive real-time, situational coaching without needing to leave their workflow. With unlimited, daily access to short, actionable tips (1-2 sentences), employees get immediate insights tailored to their specific tasks and team dynamics. Whether preparing for a meeting or working with teammates, coaching is timely, specific, and always available, making learning a seamless part of everyday work.

3. Scalability

BetterUp has delivered over 2 million coaching sessions since its inception, making it one of the largest people development software available. User can experience a blended assortment of coaching based on their specific leadership assessments and according to their role. The platform delivers coaching either in-person or via video, providing flexibility in how sessions are conducted.

Torch provides a configurable platform to help organizations design coaching and mentoring programs. It offers multiple coaching formats—1:1 coaching, group mentoring, and collaborative learning—which can be expanded across leadership levels, from emerging leaders to executives.

Coachello can connect a broad range of employees, from emerging leaders to senior executives, with 1:1 coaching opportunities. They use AI-driven technology to match participants with coaches efficiently.

Cloverleaf starts at ($13 per user) with unlimited access for each person to make development for everyone a real possibility, not just high level leaders or departments. By creating a common language through psychometric assessments and coaching insights teams can address challenges collectively and unify personal development into a shared experience.

4. Proving Impact

BetterUp frames its approach to proving impact by focusing on three primary business outcomes: Performance, Retention, and Well-Being. Its impact is centered around leadership development and mental health outcomes and its link to broader business success.

Torch measures impact by providing pre-built reports that track metrics like sentiment, satisfaction, and engagement, while using impact surveys and peer feedback to assess the influence on work performance. With additional tools like retention analysis, user-level engagement reports, and 360-degree feedback.

Coachello measures impact by using sentiment scores, surveys, and business insights to track progress in areas such as retention, performance, sales growth, and career transitions.

Cloverleaf measures growth in competencies of communication, teamwork, and collaboration. The platform also monitors engagement and usage, helping leaders understand how often coaching is used and which assessments are being taken.

Aligning The Right Tool With Your People Development Needs

Each platform—BetterUp, Torch, Coachello, and Cloverleaf—offers unique ways of delivering personalization, continuous learning, scalability, and impact measurement, but how they meet these needs differ significantly.

BetterUp focuses on 1:1 coaching matched through detailed assessments to support personal growth and mental fitness. Its model is structured around scheduled sessions and content libraries concerning development goals. It may work for organizations that want dedicated coaching, but it may still be challenging to accelerate behavior change and learning into the daily workflow.

Torch provides a combination of mentorship and coaching to align leadership development with business outcomes. The platform focuses on organizations that measure progress using sentiment and feedback surveys, but its emphasis may lean more toward structured leadership programs rather than scalable spontaneous learning moments.

Coachello uses AI to match team members with coaches to facilitate asynchronous coaching via workplace apps. Consider whether its asynchronous nature aligns with your team’s requirement for in-depth, interactive coaching or the ability to scale to each person.’

Cloverleaf offers something different: deeply personalized, automated coaching embedded into daily workflows through tools like Slack and email. Cloverleaf personalizes coaching based on psychometric data and the specific team dynamics, providing coaching at the moment it’s most relevant. This makes it particularly powerful for organizations looking for continuous, scalable development integrated into everyday work.

Automated Coaching Is A Different Approach To People Development

Automated Coaching is a different approach for organizations needing scalable, continuous, and deeply personalized development for people at all levels. Its affordable, unlimited access model, combined with psychometric-based insights, ensures that development is accessible to everyone while driving measurable behavioral change in key areas like communication, teamwork, and collaboration. Cloverleaf offers a unique, shared learning experience that transforms how teams communicate, collaborate, and grow.

Take the Next Step Toward Developing Your People

Want to offer personalized, real-time development for your entire team? Cloverleaf makes coaching accessible to every employee, every day—empowering them with insightful, context-specific coaching delivered right within the tools they already use. No more waiting for scheduled sessions or high-cost coaching reserved for leadership—Cloverleaf drives continuous learning in the flow of work.