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Executives Unplugged

Keith Cowing

Candid conversations with founders and execs about making critical decisions, building and aligning your team, and showing up at your best.

I’m Keith Cowing, an executive coach and founder. Every week I’m in the room with leaders facing their hardest problems. This is where I share what I learn.

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Episodes

23 episodes

  1. How Top AI CEOs Hire Their Executive Teams | Michael Cullen, Founder of Bleecker Street 27:02
  2. The Discipline to Keep Showing Up | Dre Baldwin on Executive Presence and Consistency 41:03
  3. Consensus Is Too Slow, Even With Two People | Mahesh Guruswamy, COO of Kajabi 41:33
  4. Why 90% of AI Agents Are Stuck in a Pilot 32:07
  5. 10 Rules for Building AI Agents That Actually Work 18:48
  6. The Truth About Hiring Your First Head of Product 27:34
  7. Field Notes from 20 Years of NYC Startups 33:40
  8. Why 50% of Startup Executive Hires Fail (and How to Fix It) 28:13
  9. 250 Board Meetings Later: This CEO’s playbook will change your board meetings forever 30:26
  10. Mastering executive offsites 34:48
  11. How to bring startup speed to big organizations 39:05
  12. From Trade Shows to Target’s Shelves: Growing 500% in a Year w/ Recoup Co-founder Siwat Siengsanaoh 33:23
  13. From Burnout to Breakthrough: Master Your Calendar 13:43
  14. From Silos to Studios: A New Playbook for Building Faster, Smarter Teams 45:31
  15. Driving Rapid Change Without Breaking Your Team: Mastering the Art of Cadence and Commitment 31:03
  16. Don't Leave Your Moral Compass at Home with Natasha Jaffe 25:46
  17. From Ballet to Scalpel to CEO: Reinvention, Resilience & Hiring Unconventionally 26:49
  18. From Big Company to AI Startup: How Fast Execution Beats Perfect Planning with Uday Chakravarthi 23:01
  19. From the Mat to the Boardroom: Iron Mike Steadman on Grit, Branding & the Power of Action 35:13
  20. Incentives, Truth and Selling the Right Way with Wayne Morris 47:53
  21. How to Lead From Growth Stage to IPO with Nayya President and COO Sarah Liebel 36:52
  22. From Self-Taught Developer to CTO and Inspiring Leader with Danielle Leong 38:13
  23. From Open-Heart Surgery and Mom's Ginger Teas to Beverage Entrepreneur with Siwat Siengsanaoh 27:32