Starcast Join the waitlist
Total Disruption Podcast

Total Disruption Podcast

What Happens After You Sell Your Business? Money, Identity, and Purpose |S4E8

Oct 15, 2026 · 26m

Coming soon to iPhone. Already have it? “Listen in Starcast” takes you straight there.

On this episode

About this episode

Selling a business can create financial freedom, but it can also leave a founder without the work, structure, and purpose that defined everyday life. In this episode of Total Disruption, Michael Libercci and guest co-host Phil Masiello examine what happens after a business exit. Phil shares how different sales affected him, why one successful exit left him feeling unexpectedly lost, and how helping Energizer with direct-to-consumer work eventually became a new agency and a new direction. The conversation also covers the risks of reinvesting, the cash demands created by growth, and the true cost of outside capital. Michael and Phil discuss preferred shares, dilution, investor expectations,…