I have a few friends that joined (their initiation fee was waived). But when I ask them what they really get vs. booking on VRBO/Homeaway/Airbnb or a top tier luxury property site like LuxuryRetreats (recently acquired by Airbnb) they can't really tell me anything besides they get a concierge help.

But sites like LuxuryRetreats also has concierge services. I can typically find top tier properties on VRBO for cheaper than Inspirato. Plus, I don't think they have a big selection of properties. I don't get why people would pay initiation fees or annual fees to belong to this club.