AdultFriendFinder was bootstrapped due to mutual distaste. VCs were a bit too prudish to invest in a company whose stated mission was to help users find consenting sex partners – they’d instead prefer to invest in technologies that are used to distribute porn, so long as they can also distribute home movies and Star Wars mash-ups.
Founder and CEO Andrew Conru also wasn’t terribly interested in attracting outside capital, having been disappointed with the amount of money he’d made on a prior VC-backed deal. As he told CNN.com: “When you start out, you don’t need a lot of money, as the Web 2.0 crowd finally figured out. All I really needed was a computer.”
Had VCs known that the company would eventually be worth $1 billion, they probably would have gotten over their embarrassment. Conru is laughing all the way to the bank…
As an aside, there is now a “private equity” group completely dedicated to the adult entertainment market. It’s called AdultVest, and founded by a former Wall Street hedge fund manager named Francis Koenig. See more below, from a recent episode of the dearly-departed On The Money: