Digg bleeds money because they're overstaffed for what they do. Reddit ate their lunch with five paid people, while Digg was employing dozens. I think they had over 100 people on staff at their peak. Even now, when reddit has an order of magnitude more traffic than Digg ever had (1 billion+ pageviews a month), reddit runs with a staff of about 10 people. Digg probably still has a whole lot of dead weight, even at this point when the whole thing is only worth two and a half good developers salaries.