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Aug 25, 2026 55 min

How to Work With a Founder Who Keeps Changing Direction

from The Digital Project Manager Hosted by Galen Low

Founders are wired to look ahead: spotting opportunities, chasing possibilities, and imagining what the business could become. Project and operations people tend to live closer to today, turning those ideas into something teams can actually deliver. The friction between those two perspectives isn’t necessarily a problem—it can be the engine that moves a business forward. Galen Low sits down with Derek Fredrickson, founder of The COO Solution, to unpack how operators can become the bridge between vision and execution. They explore why trust and clarity matter more than simply “getting things done,” how to challenge a founder without becoming the resident no-machine, and why strong project leaders need to know when to step out of the details and into strategic dialogue. Resources from this episode: Join the Digital Project Manager Community Subscribe to the newsletter to get our latest articles and podcasts Connect with Derek on LinkedIn Visit The COO Solution

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Founders are wired to look ahead: spotting opportunities, chasing possibilities, and imagining what the business could become. Project and operations people tend to live closer to today, turning those ideas into something teams can actually deliver. The friction between those two perspectives isn’t necessarily a problem—it can be the engine that moves a business forward. Galen Low sits down with Derek Fredrickson, founder of The COO Solution, to unpack how operators can become the bridge betw...

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How to Work With a Founder Who Keeps Changing Direction

0:00 55:27

Chapters

  1. 0:00 Why Founders Create Friction
  2. 1:39 Vision Versus Today’s Reality
  3. 9:35 The Gas And Brake Problem
  4. 14:15 Bob’s Business Runs Through Bob
  5. 16:39 Trust And Letting Go
  6. 20:14 Mini Bobs And The Dentist Test
  7. 26:17 Make It Up Then Make It Real
  8. 36:48 Stop Scaling Complexity
  9. 41:28 Meet Founders Halfway
  10. 49:16 Sell The Team On Why

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How long is this episode of The Digital Project Manager?

This episode is 55 minutes long.

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This episode was published on August 25, 2026.

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