Podcast
05/09/2025

Obsession, Self-Awareness, and the Founder-to-CEO Leap

Gregg Scoresby, Founder and Managing Partner of Phoenix Ventures, joins the hosts to break down the traits that separate winning Founders from wannabes. From hiring blind spots to co-founder clashes, founder-to-CEO transitions, and spotting red flags, this episode looks at what it really takes to build and lead a killer startup.

Chapters

00:00 The Essence of Founder Traits

10:01 The Role of Subject Matter Expertise

14:28 The Path to Foundership: Backgrounds and Skills

19:29 Hiring for Deficits: The Key to Team Success

22:41 Navigating Co-Founder Relationships: The Importance of Alignment

25:58 From Founder to CEO: The Evolution of Leadership

30:24 Assessing Self-Awareness in Founders

35:00 The Role of Honesty and Transparency in Leadership

39:38 Red Flags in Founder Narratives: The Importance of Realism

References in the Show:

Quote of the Show:

“I would say over a third of the times I’ve invested early in a co-founding relationship, the co-founder relationship blows up.” – Gregg Scoresby

Ways to Tune In: