Keith Cowing

Building a great company is messy, hard and lonely.

EXECUTIVE COACH

I'm Keith. I spent 20 years building products and companies.
Now I help CEOs and executive teams navigate high-stakes decisions, drive alignment, and build companies that matter.

WAYS TO WORK TOGETHER

An operator in your corner

I've been a founder and an executive through both failures and multi-billion dollar exits. Now I combine operating experience with a coach's empathy to help you build, lead and win.

Clarity
Team
Systems
Energy

1:1 Executive COACHING

I jump in the trenches with you

A confidential partnership for founders and executives. Unlimited access; weekly or bi-weekly sessions, async support, and ad hoc calls whenever you need them. Your priorities drive everything.

How I work with founders & executives

WORKSHOPS and OFFSITEs

For teams navigating rapid change

Custom-designed workshops for leadership teams and product orgs. Recent topics: Leveraging AI and Human Connection to Lead Through Uncertainty, From Delivery to Strategic Product Leadership.

Discuss a workshop

EXECUTIVES UNPLUGGED

Coaching, open-sourced

JOIN THE INNER CIRCLE

One email a week. No fluff, just lessons from the field.