The gap between great founder and great leader is where companies fail. Let's close it.

I've worked alongside 360+ founders, and the technical leaders who join them, through the hardest transitions: first hires, co-founder conflict, investor pressure, team growth. I know what's coming before you do.

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Trusted across

  • Boeing
  • NASA
  • Techstars
  • Microsoft
  • Nordstrom
  • London Underground

Meet Peggy.

Peggy Gilmer

More than 20 years. 360+ founder teams. Techstars to Series A and beyond. I've built frameworks that make the invisible visible: the dynamics, patterns, and gaps that are quietly costing you. I'm direct, I move fast, and I don't waste your time.

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"Over the years, Peggy's work has been transformational, for me, my teams, and my portfolio companies. She provides incredibly direct and tangible guidance and has helped a generation of executives and founders navigate the rocky road of leadership development."

Isaac Kato General Partner, Two Ravens

"Peggy has been an invaluable guide on my journey towards personal and professional growth. Her expertise and insight have profoundly impacted my development, particularly in honing my leadership style and navigating complex relationships."

Kelsey Willock Jones CEO & Co-Founder, Aura Finance

How I Can Help

Breaking habits that worked as a builder but limit you as a leader Building internal authority and confidence under pressure Decision-making clarity when the stakes are high Managing anxiety, imposter syndrome, and burnout Setting boundaries without damaging key relationships
Founder Self-Mastery Leading yourself before you can lead anyone else
Leading Your Team Getting the most out of the people around you
Moving from doing the work to leading the work Setting clear expectations and holding people to them Giving direct, useful feedback that actually changes behavior Aligning your team around mission and shifting priorities Navigating co-founder dynamics and investor relationships
Hiring for fit, both role and culture Defining roles and responsibilities with clarity Onboarding new team members effectively Letting go of people who aren't working Making and keeping agreements that stick
Building & Scaling Teams Getting the right people in the right seats
Culture by Design Building a team that performs when you're not in the room
Defining and operationalizing your values Setting behavioral norms that scale with growth Implementing performance standards across the org Cascading culture through new hires and new stages Building alignment between how you say you work and how you actually work

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The Path of Least Resistance

1

Get clear

We map your current reality, honestly and specifically. No softening it.

2

Define your vision

We name where you want to go, vividly enough that you can feel the gap between here and there.

3

Close from willingness

I only coach where you're willing and committed. That is the path of least resistance.

Ready to close the gap?

Book a 30-minute discovery call. We'll get clear on what you're navigating, and you'll know whether working together is the right next step.

Book a Discovery Call