About this episode

In this episode, Steve McGarry interviews Mike Krupit about the critical leadership decisions that impact a company's exit strategy and the importance of preparing for life after a sale.

Want a quick estimate of how much your business is worth? With our free valuation calculator, answer a few questions about your business, and you’ll get an immediate estimate of the value of your business. You might be surprised by how much you can get for it: https://flippa.com/exit What makes a business truly valuable to a buyer, and how do you know when it is actually time to sell? In this episode of The Exit, Steve McGarry sits down with Mike Krupit, founder and CEO of Trajectify, to unpack the leadership decisions that can make or break an exit. Drawing on a career that includes eight startups, three IPOs, an exit, and four failures, Mike explains why founders who remain at the center of everything can become a liability to their own business. He shares how putting the right people in the right seats, documenting critical processes, building strong systems, and delegating real authority can create a healthier and more valuable company. Mike also explores why the best time to sell is often when the business is performing well but approaching its next major plateau, and why founders need to prepare for what happens after the transaction before signing the deal. Steve and Mike…

More episodes of The Exit - Presented By Flippa

• The Strategic Exit Playbook: How ThinkTank Became an Accenture Acquisition with Timothy Lidman · July 13, 2026 · 32 min
• Secrets to Building a Franchise that Thrives Without You with Scott Jones · July 6, 2026 · 29 min
• The $14M Secret to Building a Business That Can Run Without You with Richard Stroupe · June 29, 2026 · 33 min
• The Secret to a Multi-Billion Dollar Exit (And Why You’re Doing It Wrong) with Mike Bennett · June 22, 2026 · 28 min
• The Hidden Side of Selling: CeCe Leung on Identity, Wealth, and Life After Exiting · June 15, 2026 · 28 min

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