Dirty Little Secrets of Web 2.0 Entrepreneurs
We’ve all heard about the “Half-Bill” financing rounds that have taken over the tech news wires lately. Just last week it was Ning taking in $60 at $500 pre. Before that it was Slide at $500 with $50 invested. Rumored Rockyou at $400. Glam with $85 on a $500.. And the motherlode, the Facebook quadtrillion dollar round with gazillian ruppees invested.
So whats the common theme in all the financings? A) An investment bank was involved and B) The entrepreneurs are all smiling very widely in the pictures I saw.
If this was 2000, they would have been scared shitless worrying about their participating preferred and liquidation preferences. But instead, these guys are building new houses at pebble beach and buying Euro denominated bonds instead.
So what happened? Well, a lot . . . maybe most, of these guys (and gals) cashed out. The investment banks were able to convince the so called”dumb” money (industry term, not mine. . . remember Bowman Capital?) hedge and crossover fund investors to fork over cash to the entrepreneurs for their founders stock instead of newly issued preferred sotck in the company. This means a portion of the money that was raised didn’t go into the company’s bank account but went into buying a Ferrari instead.
Just 3 years ago, it was completely unfathomable to the VC’s that anyone would allow entrepreneurs to have an “exit” before they do . . . “what happened to aligning interest,” they used to cry. Not anymore. The tide has changed. For the better or worse I don’t know; but certainly great for entrepreneurs who deserves more than what we got in the dot-com era.
Of course, all of this is done on the down low . . . without journalists asking too much questions. How would the employees feel if they found out? What would this say about the company’s prospects when the inside-insiders cash out? . . . just smile and say no comment is what I would suggest . . . or simply say “Its good to be the entrepreneur”





“but certainly great for entrepreneurs who deserves more than what we got in the dot-com era”
Do the folks who ran CueCat, Alladvantage, Valuamerica, Pets.com, etc. etc. etc. and burned through millions and millions of investor capital deserve more? Or should they just be happy that they work behind the corporate veil?
Comment by Albert — April 24, 2008 @ 9:33 pm
I dont cry for the investors at all unless there is fraud involved. . . especially institutional investors . . . in the end, an investment is a contract . . . they were’t smarter than the entrepreneurs as they think they are/claim to be. Besides the board/vc’s approved if not encouraged all the millions spend. The fault is for all involved. . . but no law was broken.
There were countless companies that came out of the downturn but the entrepreneurs came out with nothing cause the cram downs, the liquidation preferences etc that sucked out all the value to the VC’s despite of a decent to good exit (shopping.com/epinion for one.) Plus dont forget the public lynching of the dot-coms by fuckedcompany (now that pud is on the other side, ironic) and even the mainstream press in 2000 - 2003. I bet it wont happen this time. Even if it does, these guys already got the cash.
Comment by will — April 24, 2008 @ 11:11 pm