My first thought was "I owe this guy, Capistrano is the main reason why I have spent ~ $100 per year on VPS servers and not $100 per MONTH on Heroku et al.

I'd suggest Lee runs a Kickstarter type thing and I'd very happily throw in $100. But I don't think he will because it doesn't seem quite right.

So here's a (wild and completely off the cuff) startup idea - a pre-emptive Kickstarter. Someone creates the project "Lee Hambley, continue working on Capistrano." and we all pledge into the pot. If Lee agrees to do it, he gets the money. If not, we don't pay anything.