Joining a mentorship/ mastermind - is it worth it?

[Sean Bramble]

I'm considering joining a short term rental development mentorship/ mastermind (i.e., building, not buying STRs) that helps students through the process of picking a market, finding land, navigating zoning & permits, and working w/ an architect/ GC to complete the project. I've never developed real estate, and see the value in having someone to guide me who has done it before so I can avoid unnecessary mistakes. I know I can learn the "theory" for free on the internet, but the one-on-one coaching with an actual human when I'm running into real issues along the way is what I'm after.

I'm noticing a lot of these "mentorship" businesses pop up (many led by Youtube gurus), and am concerned about signing up for something that focuses more on marketing/ new student acquisition/ standardized teaching than actually providing the specific, one-on-one coaching I'm after. What questions do I need to ask to make sure the group I'm joining is actually going to provide me with value that justifies the price they charge?