As a 37 year old, I'd go along with almost all of what eengstrom said, in general. But there is a counter-point... being to cautious and patient can be a risk in it's own right. In my own case, I look back and feel that I waited too long to indulge my "wild hair" and move to a place with more opportunity. Now I'm struggling to deal with a world where a 37 year old is considered "old" to be a startup founder, and worrying about the real possibility of age discrimination as I continue forward in the technology profession.

I'm not recommending going off half-cocked on a whim or anything, but there's something to be said for being aggressive about pursuing things. And unfortunately nobody can really tell you how to judge when a decision is being too aggressive or just silly... judgment is one of those things you really only gain with experience. All I can really tell you is to study hard, consider all the alternatives, solicit as much information as you can from various sources, and then make the best decision you can. In the end, whether you succeed or not isn't going to come down to any one decision in isolation anyway (well, 99% of the time anyway. A decision to start imbibing crack cocaine is pretty much a one way ticket to failure, but I hope you get my drift.)

save your money

Definitely this. Building a safety-net / nest-egg will both allow you the confidence to make some risky decisions at times, and may just save your ass one day if one of those decisions fails to pay off.