Spend the money on a plane ticket to somewhere with women?
I emphasize social skills because, like Vitamin D, the hacker lifestyle leads us to be deficient in such a vital resource. We should be supplementing our lifestyle with lots of activities that force us to interact with other people in ways we're not used to. I've been going to the same bar for the last 8 years. It's often painful, I still don't really fit in, but it's been crucial for helping me develop my sense of self.
Another good place to frequent is coffee shops, but good neighborhood coffee shops are quite rare. Starbucks doesn't really do the trick, something about the atmosphere discourages the kinds of spontaneous casual community that you really need to develop social skills.
</sarcasm>
Luckily for the intrepid, giving the market something it hasn't seen yet isn't terribly difficult.
Develop some social skills. Best place to do this is a bar. As you get good it can double as your dating pool.
Hit the gym and go to shows.