Without offending a litany of other clubs in my area, Beverly, Olympia Fields, Medinah, Butterfield and Edgewood Valley.
All had rotting clubhouse/pool/etc. until the last 20 years - in fact, I'm not sure Beverly's has been improved - but again, it's a little bit of a different model than the rest of them. I never said that the older members did "nothing," you did. But I can state from experience that no major capital improvements were performed on Medinah's clubhouse from 1928 to the late 90s. Yeah, there were band-aids, but almost everything was taken to the end of its useful life. That gets exceedingly expensive to repair/restore - and new members expect, when doling out 70k+, to have a fully functioning clubhouse. Given the substantial renovation work I've at Olympia Fields, Butterfield and Edgewood Valley, I assume that they too, were treated in a similar manner.
What did the courses do with the money? What money are we talking about? The 70k+ initiation is a relatively new phenomenon. That money was spent in the last two decades and is being spent now - and in healthy clubs - likely supplemented by extraordinarily cheap debt.