Unlock Coaching for Everyone, Across Every Level of Your Organization

Scale coaching across your organization, from frontline to C-suite, ensuring every team member has access to transformative coaching.

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Empower Every Team Member With Coaching

Breakthrough the traditional barriers of coaching to extend coaching to all organizational levels. Sustain ongoing development post-coaching, train managers to adopt a coaching mindset for daily interactions, and increase access to a digital coach for frontline workers.

Cloverleaf provides relevant, on-demand coaching, especially where old coaching models fall short: cost, accessibility, and scalability. Embed coaching into your organization’s culture to improve self-awareness, managerial effectiveness, and team dynamics across all levels.

Join leading companies that have transformed their coaching culture using Cloverleaf to improve team dynamics and higher employee engagement

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Struggling to provide meaningful development opportunities to your team?

Cloverleaf provides a unified coaching culture, facilitating continuous learning and development for every team member.

Democratized Coaching

Ensures that coaching reaches every individual in the organization, democratizing personal and professional development.

Real-Time Emotional Intelligence Development

Enhances team effectiveness and recognition among team members through frequent, in-the-moment coaching.

Data-Driven Results

Cloverleaf utilizes user feedback to continuously improve its coaching effectiveness.

Integrate Development Strategies

Embeds continuous growth opportunities into daily work, promoting a proactive learning culture.

Cost-Effective and Accessible

Overcomes traditional coaching barriers with a subscription model, making it affordable and available for all levels of the organization.

Empower Leaders with Effective Tools

Equips managers with the necessary resources and language to foster a coaching mindset.

How Does Cloverleaf Make Coaching Available For Everyone On Your Team?


Ensure continuous development for every employee by extending on-demand digital coaching access for consistent, organization-wide growth.

Features that matter

Navigate any professional challenge with specific, relevant coaching to address issues confidently and precisely.

Integrated Coaching in Your Workflow

Receive timely coaching directly within tools you already use. Align coaching with your daily activities and meetings.

Personalized Coaching for Peak Performance

Gain highly personalized and accurate insight that focuses on your unique needs to excel alongside your team.

cloverleaf integrates with


Cloverleaf’s Automated Coaching™ delivers customized, scalable coaching specific to an individual’s unique needs and roles, ensuring everyone from frontline staff to executives benefits from continuous learning and growth.

We combine the data from 10 popular assessments, including Enneagram, 16-Types, and DISC, to provide actionable and insightful coaching prompts in the workplace tools you love, like Google, Workspace, Outlook, Microsoft Teams, Slack, and calendar integration.


Learn more here. 

Cloverleaf uses 10 popular assessments, including 16-Types, Culture Pulse, DISC, Energy Rhythm, Enneagram, Instinctive Drives, Motivating Values, Strengthscope®, StrengthsFinder, and VIA.
Automated Coaching™ delivers relevant insight and prompting in the workplace tools people use every day. Individuals can directly apply this perspective to increase emotional intelligence, strengthen communication, identify opportunities for collaboration, and work through conflict successfully with teammates.

Cloverleaf easily scales with organizations and teams of all sizes. Teams and departments can easily invite one another onto the platform. The Team Dashboard helps members quickly identify strengths, weaknesses, and opportunities for delegating work to ensure efficient projects and communication.

With the leadership of our academic research team, Cloverleaf measures growth in constructs such as self-awareness, others’ awareness, inclusion, teaming effectiveness & psychological safety.


Cloverleaf allows users to rate every piece of coaching content. With each coaching tip, we ask simple questions like, was this coaching helpful? This immediate feedback is a starting point for users to provide even more context concerning the effectiveness and relevance of the coaching they receive.


These data points are significant because they offer insight that correlates with the team and organizational sentiment, relevance to their role, and help convey the ROI of Automated Coaching™ on business-critical goals.

Cloverleaf integrates with the workplace tools you love, like Google, Workspace, Outlook, Microsoft Teams, Slack, and Calendars.

Cloverleaf’s assessment-driven coaching helps team members adapt their leadership, communication, and behavior in real-time. The powerful insights help teams uncover and leverage employee strengths and potential. Individuals can see how diverse or similar their team is and how they complement one another. Increasing self-awareness among your team builds trust and empathy, empowering employees to bring their whole selves to work.

In short, the answer is yes. While “AI” is a broad term encompassing various technologies, it’s crucial to clarify what we at Cloverleaf mean when we say “AI.” We define AI as the use of software algorithms that function and evolve based on training data, which updates the weights of a model. This differs from non-AI software that operates on explicit rules written in code. Like many tech companies, Cloverleaf integrates both rule-based algorithms and weight-based models to enhance our product. As new technology and techniques emerge, we rigorously study their potential and constraints, and strategically incorporate these advancements to further our ultimate mission: “Unleash people to do their best work.”

We’re always working to improve our product which means adding AI features when and where it makes sense. Here’s a list of the current Cloverleaf features that leverage AI. We’ll keep updating this list when we add new things. 


Insight Search: Insight search is powered in part by a text embedding model. Text embedding is the process of transforming words or phrases into numerical vectors that represent their semantic meaning. It allows us to connect your free text searches with the most relevant Cloverleaf coaching tips. We make sure your searches are private by removing any personal information, like names. We look at these searches to see where we can make things better, but we don’t use them to train our AI.


Tip Generation: Right now, the tips you see on Cloverleaf are rooted in research and written by real people who work for Cloverleaf. As AI technology improves, we’re using large language models (LLMs) to help with things like checking spelling and grammar. We’re also using it to improve our tip quality and tone at scale. We’ve made an intentional decision in our approach to ensure that 1) generative AI does not use any customer data and 2) any content modified by AI tools is truthful and rooted in research.