"Tom" is likely based on Tom Anderson, a real person who co-founded MySpace in 2003. However at the time this episode is presumably set, either just before or just after the turn of the millennium, the real Tom was still in film school and working for a storage company called XDrive that would go bankrupt the following year.
Second episode where Louis turned down a lucrative opportunity in investing in a up and coming website. The first being eBay.