How can I spend money to improve my life?

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.