Skip to main content

How to Support New Managers in Their First 90 Days

Picture of Kirsten Moorefield

Kirsten Moorefield

Co-Founder & CSO of Cloverleaf.me

Table of Contents

Reading Time: 4 minutes

New managers are stepping into a role they’ve never done before, expected to lead people they don’t yet understand, often without the insight or support to do it well.

What makes this particularly challenging: the people who get promoted to people leadership are the people who are really good at doing the job—doing the tasks, knowing the competencies, the skills they need to perform. But not necessarily at leading people. They don’t necessarily have a track record of being really good at advocating for people, at developing people, at coaching their peers, at giving hard feedback.

The first 90 days are when patterns get established. When a new manager either builds confidence or develops habits that will hold them back for years. So let’s find ways to support our managers in their first 90 days.

Get the 2026 AI coaching playbook for talent development to accelerate team performance.

What new managers need from day one

First-time managers immediately struggle all with the same thing. And that is being able to see all of their different individual employees and know what they need for success. Know how they get motivated. Know how they handle stress and challenge. Know how they handle change. Do they embrace it? Do they hide from it?

Every employee is going to be different. And the manager needs to be ready to lead every individual in their strengths and aware of their blind spots. But the managers are given no insight into this information and no support and training into how to actually implement support to every employee.

Yes, we may, in the best case scenarios, train them on one-size-fits-many frameworks, but that is not helpful in the flow of work when they are just too busy to go back and recheck a training that they had and when what works for one person doesn’t work for another.

Even new leaders with the best of intentions—who in interviews talked about how they want to support employees, talked about who developed them and how great it was for their career and how they want to give that back—those good intentions don’t withstand the stress of reality when the manager simply is a deer caught in headlights and does not know what to do.

See How Cloverleaf’s AI Coach Can Support New Managers

How to provide insight new managers need in the first 90 days

The first 90 days are when patterns get established. When a new manager doesn’t know how to read their team, doesn’t have insight into individual differences, and doesn’t get support in those early critical conversations, they default to what feels safe: treating everyone the same, avoiding difficult conversations, or mimicking whatever management style they experienced themselves—even if it wasn’t effective.

Give new managers the data they need to understand their team

Today, we can take all the data that we have on what matters to that manager—who are they leading? What’s their past performance review? What’s their career path and goals? What is true in the employee engagement surveys of that team?

We can combine that with real-time context: Who are they meeting with? What’s happening on their calendar? What is their own development goal?

And put those together with an AI coach that can come into their flow of work and nudge them before their one-on-ones. Nudge them with the leadership competencies that matter to your organization. Give them outlets where they can practice conversations with role play or process thoughts with an AI coach that will help them understand their own unique strengths and how to approach a situation.

New managers need both tactical information and behavioral insight

Sometimes the information they need is tactical—yes, this is what you should focus on in your first one-on-one with this employee, or this is how this person prefers to receive feedback.

But often the insight they need is more about building their inner confidence, their wisdom, their fortitude to overcome what blocks them as a leader from having successful, uncomfortable conversations.

Maybe it’s helping them not to talk most of the time and not to steamroll the conversation, but helping them ask the right questions to better understand the perspective of the employee.

Maybe it’s helping them understand that as a manager, they care a little too much about being liked and there are actually tactics they can employ to care more effectively about holding accountability—because that is truly caring for the employee. It’s helping them grow.

Behavioral assessments reveal what new managers can’t see on their own

Whatever it is, every individual has our own complicated blockers that keep us from engaging in coaching, engaging in accountability, engaging in developing the people around us. And the best informed AI coaches can know this.

That’s why organizations partner with leading behavioral assessments like DISC, Enneagrams, and Clifton StrengthsFinder. These assessments help unveil the complicated thought patterns that every individual has—patterns that hold us back or make us go a little too far too fast.

All of that can be exposed, understood, and used to inform the AI coach, along with all that HR data, to help every single person develop themselves and develop each other. And especially for new managers stepping into their first leadership role, this support can mean the difference between confidence and confusion in those critical first weeks.

Building the foundation before the transition happens

In organizations that have been equipping their managers with AI coaching for years, they have a whole culture of understanding each other, of developing each other—not depending just on leaders, but every employee being able to grow in their emotional intelligence and grow in their ability to have candid conversations with each other, upwards, downwards, or sideways, whoever they are working with.

They have developed their relationships and their capacity and their wisdom and their strength to lean into the situation with the people around them.

The compounding effect: culture before promotion + support during transition

When that’s the case, when you have that before people get promoted, plus then you have all that support for them after they’re promoted into people leadership, you have the culture that supports them as well as the tools and the information that supports those new first-time managers.

That’s the opportunity: not just fixing the first 90 days after someone’s promoted, but building the cultural foundation before promotion happens so that when someone steps into leadership, they’re not starting from zero.

What this means for your new manager support

Supporting new managers in their first 90 days means giving them what training alone can’t provide:

  • Insight into the specific people they’re leading
  • Guidance before the conversations that matter most
  • Support that shows up in their flow of work—not in a system they have to remember to check

When you combine that cultural foundation with support in those critical first 90 days—when managers get insight into their team, guidance before difficult conversations, and coaching that helps them see individual differences from day one—you’re not just reducing new manager struggle.

You’re building managers who can actually lead people, not just manage tasks.

Picture of Kirsten Moorefield

Kirsten Moorefield

Kirsten is the co-founder & COO of Cloverleaf.me -- a B2B SaaS platform that provides Automated Coaching™ to tens of thousands of teams in the biggest brands across the globe – where she oversees all things Product and Brand. She often speaks on the power of diversity of thought and psychologically safe cultures, from her TEDx talk to her podcast “People are Complicated,” her LinkedIn Lives with Talent, Learning and Development Leaders, and her upcoming book “Thrive: A Manifesto for a New Era of Collaboration.” While building Cloverleaf, Kirsten has also been building her young family in Cincinnati, Ohio, where she lives with her husband and two young kids.