Lots of talk recently about structural changes in the venture capital industry with major internet companies competing with VC’s for not just series B ventures but also series A/Seed. Om’s Business 2.0 article summarizes some of the issues involved while Silicon Valley Sleuth takes a longer term view. Paul Graham has been pushing the general topic for a while, calling the VC business outdated . . . most recently in Venture Capital Squeeze. Furthermore, Yahoo’s purchase of Flikr and Delicious and the recent rumors on Riya did not help VC’s case on proving their value proposition to entrepreneurs either.

As a one-time entrepreneur, I wondered aloud whether the so call change is temporary or structural. I’ve bitched and moaned about venture capitalists from time to time (exhibit A) but always understood that venture capital is neccessary, important, and (sometimes :) ) welcomed part of the ecosystem. Putting myself in the shoes of these founders, I did some fuzzy math on the alternatives these 2 “financing” options. (huge caveat, I call this fuzzy for a reason cause I’m making a lot of assumptions and they varies widely case by case . . . if my finance professors or my ex-colleagues CSFB see this they’ll revoke their association with me)

Option A - Tier One VC

Pre-money valuation- 15M
Investment - 8M
Post-money valuation - 23M
VC - 35% stake
Pre-allocated employee pool - 20%
Founder(s)/founding team stake - 45%
(doesnt look TOO bad at this point, but this is where it gets dicey)
Liquidation Preference - 1.5x
(people has been telling me that this is around the market level these days . . . better than the last bubble)
Participation - Yes
(double dipping on the preference)
Vesting - 4 years, 1 year cliff . . . founders get 1 year credit for the work they put in (again VC’s being nice)
Automatic vestiing of 1/2 outstanding shares upon acquisition

Now, if the founders chose this option they are probably assuming that in one year they can triple the value of the company and sell it off at a higher price. (no discount factors used here, I’m being really aggressive but this is a Riya-esque company I’m talking about)

A year later, the company is sold for $69M, the founders vested 2 years already + 1 year automatic vesting upon acquisition = total 3/4 of their 45% = ~34%. BUT since the VC’s have a liquidiation preference + double dip, only 69M-12M = 57M is available for the founders. 34%* 57M = ~$19M. (again this is very fuzzy since we dont know the status of the employee pool and the acquisition terms)

Final founders take - ~$19M, one year later, working hard to 3x the value of the company.


Option B - Yahoo/Google

Offer - $25M
Founders share - 100% of $25M
Time - now
Effort - none
Fuzzy math confusion - none

Obviouse choice . . . sell out to the highest bidder . . .

Unless the entrepreneurs are 1) already somewhat & rich looking for a homerun OR 2) extremely confident of their ability to get to a IPO . . . Financially, there is really no reason to go route A. Of course, there are other reasons to work with VC’s, the desire to build a lasting and great company is the ultimate goal why many of us are doing what we are doing instead of working for millions at a investment bank or consulting firm . . . We make that choice a long time ago to walk down this path, making that choice again isnt really that hard. For VC’s the ultimate value add or sales pitch to entreperneurs isnt financial returns but the desire and the means to help us achieve our dreams and goals. The venture business is changing, and I think its for the better. VC’s who specialize in dumping their entrepreneurs at the first sign of trouble and view their startups as an exercise in portfolio optimization will no longer be able to attract the best and most promising startups. . . and will eventually disappear.