239: Life After the Exit: Why So Many Founders Struggle with Anastasia Koroleva

The Lifestyle Investor - Investing, Passive Income, Wealth

Every founder dreams of the big exit. But few are prepared for what comes next.

Today’s guest learned the hard way. Anastasia Koroleva sold her company for 9-figures, but instead of feeling free, everything got more complicated.

She lost her identity. Made costly investment mistakes. And her marriage broke under the weight of post-exit stress.

In this honest conversation, Anastasia opens up about the emotional aftermath of selling a business and the hidden challenges that come with sudden wealth.

You’ll learn why wealth often brings confusion instead of clarity, how overconfidence leads to poor investment decisions, and the patterns she’s uncovered from interviewing hundreds of founders after they’ve successfully exited their business.

If you're building toward an exit — or learning how to invest after one — this is the conversation most people wish they’d heard sooner.

In this episode, you’ll learn:

✅Why financial freedom doesn’t always equal happiness—and the steps you can take to avoid feeling of emptiness post-exit.

✅How to avoid common post-exit mistakes of investing in VC or angel investing without proper due diligence.

✅The benefits of raising children who aren’t entitled and teaching them about taking risks, the benefits of entrepreneurship and not being afraid to fail.

Show Notes: LifestyleInvestor.com/239

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