Last hit for me: launched solo in 1998, self-sustaining though I didn't make any money personally (kept folding it back in, worked programming contracts to live), got angel funding in 2000 and popped staff to 14, first profitable month in March 2001. Became consistently profitable in October 2001 and never again went into the red. Sold to a venture firm in 2006.

Current biz: launched in 2009. Still working on profitability. This is a long tail business so I've learned I need to be patient.