
The Unconventional Leadership Podcast · 2026-04-02 · 1h 6m
Connect & ask your leadership question here: Take the FREE Self-Care Inventory Quiz: Season 3, Episode 245 Succession Planning for Business Owners: How to Prepare Years Before a Transition (feat. Brent Rippe & Mike Sipple Jr.) What happens when a founder, owner, or key executive is no longer in the seat? In this episode of the Unconventional Leadership Podcast, Mike Sipple Jr. sits down with investment banker, business executive, business owner, and long-time strategist Brent Rippe to unpack a leadership challenge too many organizations delay for too long: succession planning. This conversation goes far beyond selling a company. Mike and Brent explore how leaders can think about long-term business strategy, stakeholder alignment, leadership bench strength, and value optimization years before a transition ever happens. They discuss why many founders keep succession too close to the vest, how uncertainty creates risk for employees and buyers, and why pre-planning can dramatically change the future of a business.