Free Hours to a Startup

If that's the case, why are they asking you for help? Either their existing counsel is bad or they don't want to pay.

Maybe if they are looking for advice around some of the things that aren't strictly legal (e.g. negotiation), that makes sense. I agree with another comment that after about 2-3 times, it's probably worth sitting down and offering your services as a true advisor and the rewards/responsibilities that come with that.

It's a tell. Most people who will screw you live with themselves under the rationalization that they gave fair warning. You're hanging around past the initial conversation where a little free friendly advice is socially appropriate among acquaintances, and now past the point where it's clear that a normal business transaction is in the works. You're the one buying and the seller has been clear: *caveat emptor".

You're not part of this deal. You have no leverage to force your way in. If the company grows, then paying work for you may be created organically. It's only worth playing long.