Keith Cowing
Coach for Founders, CEOs and Product Executives,
Host of Executives Unplugged
Building a great company is messier, harder, and lonelier than anyone admits.
I've been a founder building from scratch and an executive scaling through a multi-billion dollar exit. Now I combine operating experience with a coach's empathy to help you build, lead and win.
You need more than a sounding board. You need to sharpen your strategy, hire the right team, build scalable systems, and protect your energy, all at once.
I've worked with 100+ founders and execs and I'm sharing everything I learn. When you need someone in your corner, I’ll jump in the trenches with you.
Clarity · Team · Systems · Energy
Ways we can work together
Executive Coaching for
CEOs and CPOs
FOCUS
Find Clarity in the Chaos: Refine your vision, strategy and operating plan. Navigate high-stakes decisions with conviction.
Build a World-Class Team: Hire, align, and unleash A+ players who deliver results even when you’re not in the room.
Drive Results: Move faster by removing bottlenecks, scaling your leadership, and protecting your energy.
INCLUDES
Unlimited access: Weekly or bi-weekly cadence plus on-demand calls. Unlimited async (email/text/docs). I’m in your corner.
Onboarding: Assessment & action plan. We define success, find blockers, and unlock immediate progress.
INVESTMENT
CPOs & Pre-Series A Founders: $2K/month
CEOs: $5K/month
Advisory Support for
Early Stage Founders
FOCUS
Prove Product-Market-Fit: Perform an objective assessment, iterate rapidly, and demonstrate meaningful proof points.
Build the Core Team: Identify, vet, and onboard key team members who thrive in an early-stage environment.
Raise Funding: Sharpen your narrative, prepare the pitch deck, and convert investor meetings into $.
INCLUDES
Live sessions: 60 mins bi-weekly.
Async support: Hands-on help with product, decks, and pitch practice.
Flexible terms: Flexible cash + equity options for pre-seed and seed-stage companies. Invest in your future while preserving runway.
Strategic offsites: Clarify strategy, lock in goals and plans, and help leaders gel as a unified team.
Skill-building workshops: The Founder to CEO Shift, Product Strategy for Executives, Strategic Narrative & Influence, Building Trust in the Face of Rapid Change, and a variety of topics that can be tailored to your needs.
INCLUDES: End-to-end agenda design, materials, facilitation, post-event action plan, custom pricing based on needs.
Workshops & Offsites
Executives Unplugged
Coaching, Open Sourced
Featured Episodes
Join the Inner Circle
Frameworks, playbooks, unfiltered takes, and personal video replies — my open source version of executive coaching.
What if AI made you more present, not more addicted?