Talk to other clients, go look at his current job site and see how clean it is, the quality of work, if the order of operations is making sense so far, etc.PS I'm a GC in the Nashville area and can take on a handful of clients in 2025 if you need me.

@Matthew Drouin I haven't even dreamed of doing what I'm talking about but research the subject I've been brought to various YouTube video offer case studies & case analysis which would have me to believe deals can be done by lone individuals without any capital of their own being spent.

Let's talk about your options.

Any recommendations on lawyers to talk to that can assist in advising on an LLC fund (if needed) and how? 

I think good flippers talk about something like 80-20 -- they do well on 80% of their projects.

I love that you're focused on a niche that isn't talked about too much.

We talked to a lawyer and they said the lender should be able to provide documentation that "due on sale" is not applicable. 

I'd love to talk and get you an offer on it!

But if they gov't changes to a 90 day minimum, you would have to operate as a 90 day rental or longer.And talking to local experts, if you want to own a STR on O'ahu, your safest bet is to buy a unit in a Condotel that is located in the "Resort" zone of Waikiki.  

I hadn't read the Baltimore story before...wow.Hi Sathiya, some thoughts: - attend in person meet ups in the Boston area to talk to other investors who buy locally and out of state to get their feedback and maybe consider looking within a 2 to 3 hour drive. - cash flow is difficult now with long term rentals even if you pick markets that have lower purchase prices than Boston.