Back in the late 1990s, Jeff Tollefson was a "hard-working, money-hungry venture capitalist," by his own admission, knocking down a few hundred thousand bucks a year as one of eight partners at red-hot Crescendo Ventures.
At the top of the telecom boom, his share of Crescendo's soaring portfolio of telecommunications firms was worth nearly $60 million.
Between 1995 and 2000, red-hot Crescendo, with offices in the Twin Cities, Silicon Valley and London, raised more than $1 billion from affluent investors and institutions and boasted a $1.2 billion "profit" in his portfolio when the telecom boom peaked in the fall of 2000.
Tollefson was about to become a multimillionaire after restrictions on his ability to sell stock in several Crescendo companies expired. But the boom busted. The gains became goners for the partners and many investors.
"I had tried not to confuse brains with a bull market and I always thought of myself as fortunate ... to invest in a hot market," Tollefson recalled last week. "It sure seemed like easy pickings. You invest in a little communications company and 18 months later it goes public. And it looked like life was going to be set financially. To have it all gone in several months was a shock. It was just paper profits."
Tollefson spent the next six years performing "triage," shutting down hopeless portfolio companies and continuing to invest in other firms that limped along. He still made a six-figure salary, thanks to Crescendo's 2 percent management fee. Meanwhile, investors in the big 1998 and 2000 funds lost their shirts.
"I was making money but never feeling like I was earning it," Tollefson said. "This was a terrible feeling."
Burned out, "feeling a complete failure" at a 20-year career that made his wallet bigger but contributed to unhappiness and divorce, the then-45-year-old Tollefson quit Crescendo to reconnect with his two sons and figure out his future. He did a lot of soul searching.