I used to think people who didn’t cash out big during the telecom and dot-com boom were simply unlucky. Then my phone rang. It turns out Mark Cuban follows BearOnBusiness.com.

After reading yesterday’s post, he called me up. At first I was skeptical but the more he explained, the more my perspective changed. Who says the Bear doesn’t respond well to feedback?
Our conversation went something like this:
“Dan, what do you mean most people were unlucky?”
I started with an easy example. “Take for example my niece. Smart as a whip. Straight A’s throughout high school and college. Unfortunately, she is 13 years younger than me and she didn’t graduate until 1998. She was a bit late to the roaring 90’s telecom/dot-com party.”
Mark didn’t buy it: “Bill Gates wrote DOS while still in high school. And did you see how young that Myspace guy is?”
I brought up my buddy John. After graduating top in his class at Prairie State (a.k.a. Harvard on Halsted), he became a consultant and ended up assigned to automotive companies. He did well over the years as he helped car makers and their suppliers avoid bankruptcy and restructure their operations. “Through no fault of his, he ended up in the wrong industry.”
Mark wouldn’t have it. “Was he an idiot? Didn’t he see how telecommunications was going to change the way people lived, worked and were entertained? Didn’t he smell the Internet coming? He has no one to blame but himself, though I’ve heard good things about Prairie State.”

“What about my friend Lisa? She worked for ICG Communications in 1999. She was offered a job at Verio, a rollup of ISPs. ICG was doing so well at the time and Verio was an unknown start-up. It turns out she passed on the job. Verio was sold to NTT for $6B in cash while ICG went bankrupt. She told me her options would have been worth $3M if she took the NTT job.”
Mark shrugged his shoulders. “Silly her. She made a bad decision. Sloppy more than unlucky.”
(phone call continues on Monday)