On ChrisHallquist's post extolling the virtues of money, the top comment is Eliezer pointing out the lack of concrete examples. Can anyone think of any? This is not just hypothetical: if I think your suggestion is good, I will try it (and report back on how it went)
I care about health, improving personal skills (particularly: programming, writing, people skills), gaining respect (particularly at work), and entertainment (these days: primarily books and computer games). If you think I should care about something else, feel free to suggest it.
I am early-twenties programmer living in San Francisco. In the interest of getting advice useful to more than one person, I'll omit further personal details.
Budget: $50/day
If your idea requires significant ongoing time commitment, that is a major negative.
If you spend more than 20 minutes on your commute (one way), consider moving to somewhere closer to where you work. Walking distance is ideal, biking distance a good second-best. Commutes literally kill; you will not only get more time daily, but also your expected lifetime will increase.
In certain places, biking is probably even more dangerous than driving.