Back in 2000, I registered the domain myfreepersonals.com but instead of developing the site, I went to work for a major corporation. In the meantime, I experimented with different software for running a personals site - most of which was written in former Soviet republics - apparently by the same people who run mail-order bride services. I've also helped setup social networking tools for a few grassroots political campaigns. Then one day I heard about Markus Frind, who makes $5 million a year running plentyoffish.com. I haven't stopped kicking myself since.

Of course, okcupid.com is not bad either. Regardless, the main thing I've been looking for was the software to run my site with. I think I found it when I found RailsSpace.