The 21 Hats Morning Report

The 21 Hats Morning Report

Do You Care What Happens to Your Business After You Sell It?

In our latest Dashboard episode, Lou Mosca talks about what business owners should know about private equity firms.

Loren Feldman's avatar
Loren Feldman
Sep 25, 2026
∙ Paid

Good morning!

Here are today’s highlights:

  • Some business owners are dealing with all of the uncertainty by hedging their bets with Kalshi.

  • The SBA is holding off on its plan to reclassify big businesses as small businesses.

  • Dave Kerpen warns against selling your business unless you know what you’re going to do on Tuesday.

  • Do you encourage your employees to go over their manager’s head if they have a problem?

THE 21 HATS PODCAST: DASHBOARD

Do You Care What Happens to Your Business After You Sell It? This week, Lou Mosca raises a question that business owners may not spend enough time thinking about before they sell the business: Once you’ve gotten the price you want, how much do you care what happens to the business? Lou, who owns the consulting firm American Management Services, has spent decades working with owner-operated businesses. More recently, he’s also been trying to work with private equity firms whose portfolio companies need help improving their performance. And that has given him an increasingly close look at what can happen when an owner sells to private equity.

  • As Lou sees it, private equity can absolutely be the right exit for some owners. But he also thinks owners need to understand that getting a great price doesn’t necessarily mean they’ll be happy with what comes next. Lou shares some cautionary stories and offers practical advice for owners considering a PE offer—especially those who do care about what happens to their employees, their culture, and the business they built.

  • You can subscribe to the 21 Hats Podcast—brought to you by Grasshopper Bank—wherever you get podcasts.

Listen to Dashboard

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