46-year-old sold a business for $3.7 billion—and immediately regretted it: That was my ‘saddest day'

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Selling a business for billions sounds like a dream — but Jyoti Bansal says he had instant regrets after selling AppDynamics to Cisco in 2017.

The Moment series, where highly successful people reveal the critical moment that changed the trajectory of their lives and careers, discussing what drove them to make the leap into the unknown.got to live out a scenario that most people can only dream about: He built his own startup, got an acquisition offer he couldn't refuse and sold it for billions.

"When I started , I didn't think about a financial outcome," he says."I just thought in terms of: This problem needs to be solved.". But after selling it to Cisco, Bansal realized that he hadn't finished the job at AppDynamics — which could've become a"much bigger" company, he says — and he was aimless without a big problem to focus on.

Feeling out of the loop? We'll catch you up on the Chicago news you need to know. Sign up for the weekly But walking home after, I was sad and depressed. I spent nine years of my life fully dedicated to what we were building there. Suddenly, it's the end of a chapter. I was chairman of the board and the biggest shareholder, so I had to drive a lot of those conversations.Is it really possible in that timeframe? Is it the right thing to do? What's the joint story of the two products and the two companies? Does allow us to continue the vision of what we set out to do?

When I started AppDynamics, if someone said,"Your company could be worth $100 million," I would have said,"Oh, that's mind-blowing success."

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