In this “selling-in” installment of Shoot the Moon, Mike Harvath, Matt Lockhart, and Ryan Barnett tackle the question every founder eventually faces: “You sold your business—now what?” They break down the two common exit paths—sell-in (recap with a minority roll-over) versus sell-out (full exit)—and explain why the post-close experience and upside look very different in each case. Drawing on personal exits, recent client deals, and decades of advisory work, the trio explores how to: craft a realistic personal plan before the wire hits so idle time doesn’t turn into regret; assess cultural fit just as rigorously as financials to avoid post-close “dissonance”; treat earn-outs and equity rolls as risk-managed upside, not “funny money,” and stay engaged so they actually pay out; prepare emotionally for shifting relationships once you’re no longer “the boss” and channel your entrepreneurial energy into a new chapter. Throughout the conversation they emphasize that a clear roadmap—and the right advisor bench—turns a life-changing liquidity event into a springboard for the coveted “second bite at the apple.”