The First 90 Days, Reimagined

Written by Orvin Kimbrough | May 20, 2026

 

Most leadership transitions begin with urgency. New office. New faces. New expectations.

Everyone’s watching, waiting to see what you’ll do next.

The advice most new leaders receive is predictable: Make your mark fast. Build momentum. Establish authority.

But here’s what I’ve learned, leadership isn’t a sprint to prove your competence. It’s a walk to understand your context.

I call this reimagining the first 90 days.

The Myth of Proving Yourself

When I first stepped into a major leadership role, I felt the pressure to perform immediately. I thought I had to speak first, decide fast, and show everyone I was capable.

That approach gave me quick wins, but it also left blind spots.

Because when you rush to act, you miss what matters most: the undercurrents.

How people really work together.

Where the real influence flows.

And what unspoken values shape decisions.

Every organization has a formal structure, the org chart, and an informal one, the trust chart. The first 90 days aren’t about changing either; they’re about learning both.

Leading by Listening

Early in any transition, the best thing a leader can do is listen on purpose.

When you listen deeply, you learn how the culture breathes.

You discover who holds quiet authority.

You hear the stories that define the team’s identity.

When I onboard executives or give counsel to new leaders, I encourage them, based on my experience in top leadership across multiple industries, to spend the first month not fixing, but learning.

To sit with people at the top and those on the front line.

That’s what I did when I joined the bank.

Ask questions that open hearts and reveal truths:

  • What’s working here?
  • What frustrates you most?
  • If you could change one thing, what would it be?

That kind of listening builds relational equity. It also sends a clear message: “I value what you know.”

And people who feel valued become partners, not just participants.

Slowing Down to Go Farther

We live in a culture that worships speed. Leaders are rewarded for quick decisions and visible results. But wisdom often moves at a slower pace.

A wise leader walks the floor before signing the strategy.

They observe the rhythms before trying to change the tempo.

I once had a mentor say to me, “Don’t try to lead a system you haven’t taken time to understand.”

That stayed with me. Because understanding doesn’t delay impact, it multiplies it.

When you take time to see how people and processes truly function, your future decisions land cleaner and faster. You’re not reacting—you’re aligning.

The Reimagined 90-Day Plan

So what does this reimagined approach look like in practice?

It starts with three simple moves:

  1. Observe Before You Orchestrate.
    Spend your first 30 days simply seeing. Watch how meetings unfold, how teams interact, and what topics drain energy or spark life.
  2. Ask Before You Act.
    In the next 30 days, begin asking questions that go beneath the surface: Why do we do it this way? What have we tried before? What are we avoiding?
  3. Align Before You Announce.
    In your final 30 days, test your assumptions quietly. Run ideas by trusted people. Make sure your early direction fits the culture before you declare it publicly.

The best 90-day plans aren’t about proving value, they’re about creating clarity.

Why This Matters

When leaders enter a new environment too fast, they often get labeled before they get known.

But when you slow down, listen deeply, and act thoughtfully, people begin to trust your motives, and that trust gives you permission to lead change that lasts.

Remember: Leadership isn’t about being the loudest voice in the room. It’s about being the most attuned.