Show notes
Rory Stirling, a partner at Connect Ventures, joins Evgeny Shadchnev to discuss the complexities of CEO transitions in startups.The conversation delves into why founder-CEO discussions around stepping down are challenging, the importance of building trust between founders and investors, and what considerations both parties should have when navigating these delicate transitions.Rory shares valuable insights from his 15-year career, including the importance of recognizing when a founder is no longer the right CEO and the processes involved in finding a new leader. The discussion highlights the significant role of founders, the critical aspect of handling CEO succession maturely, and the long-term commitment and timeframe required for such transitions.00:00 Introduction01:01 About Rory01:56 Why founders and VCs find it hard to talk about CEO change05:43 How to talk to a VC about stepping down07:25 Discussing CEO succession during fundraising15:20 How CEO role changes as the startup grows16:31 Importance of founders for company success22:56 Investors' reaction to CEO change32:50 Right and wrong reasons to step down38:33 Founder guilt about stepping down42:21 What happens after the decision is taken48:05 Transition timelines50:52 Parting advice to founders and investors54:10 The opportunity costs of not stepping downYou can watch the episode on YouTube.Follow the podcast and connect with Evgeny's work on Substack. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit substack.evgeny.coach



