An an Inspirato member, I can say that they are the furthest thing from a time share company. I have my complaints and issues with them (see upthread a bit), but the quality of their lodgings are pure luxury. You can quibble with some of the locations with respect to a beach or a slope, but almost never with the quality of the lodging. I don't know many time share companies that consistently offer $2-5M homes.
Btw, the gifts they offer almost all come from their partnerships- several of which are almost worth the annual cost on their own.
I constantly waver with my membership, but primarily because I don't yet have free time 12 months a year. When the kids are both in college, I anticipate loving my membership.