So a few other (good) items about Hiptix Gold:
1) The first year I joined, a couple years back, they also threw in (and shipped for free) a cast album of a previous Roundabout show, for a first time member (so there's $20ish+ right there in value). Don't know if that's still a thing but it can't hurt to find out!
2) If you are lucky enough to itemize your taxes, the $75 is fully tax deductible (and if still applicable, they didn't tell me I had to deduct the cost of the CD! :) )
3) Lastly, and most importantly, the $75 buys you a year of BUYING tickets (the up to 2 per show, any seat other than center orch) - not just attending. So if you play your cards right, as your year approaches the expiration date, there may be 4-5 months worth of shows still currently on sale in the future. So those are applicable too on that first $75! You could really get 20 tickets @ $25 for a one time $75 donation, get good seats (HUGE difference in Studio 54, the others aren't bad without it) and not have to worry about normal Hiptix sell outs. So that also means if you want to continue it, you actually won't have to pay it each year - probably averages once every 18 months or so. Truly a great deal for heavy (attending) young theatergoers.