The question for me is what are real specific reasons WHY this is happening in S-FL?

@Lauren SinzIt makes no difference where you get the number from, if they haven't provided written consent to you specifically, you could be in for a big headache.

I know the potential state specific trigger if I transfer to my LLC in future, but difficult to obtain loans in an unproven LLC's name. that being said, do I insure the address under my name or the LLC listed on the STR business license?

So it does appear to be possible to get an FHA 203k loan for a 5-unit & convert to a 4-unit.When possible, aim for the Limited (aka Streamline) 203k loan, as it's less complex, not required to get an FHA consultant, etc.Of course, this is based of the two following important assumptions:1)  zoning allows for this2)  and obviously I owner occupy for at least 12 months3)  the total purchase price + renovations are within the FHA loan limits specific to my areaWhat I'm confused about is the timeline or chronological order of the process? 

But on this specific guy, I jumped on a call to explore the program and it was a high pressure sales call, it did not feel organic, not trustworthy and certainly did not feel the right fit.Why would someone spend 10k on a so niched-down space of real estate when they can get someone for the same amount to teach him/her everything?  

When it comes to finding properties, AI tools like PropStream and DealMachine automate searches for investment opportunities based on specific criteria. 

@Morgan Vien For your Oregon rental property, forming an LLC in Oregon can provide liability protection specific to that property.

If your brother is looking to invest in real estate largely from a tax reduction standpoint they should pay a qualified real estate tax strategist to review their specific situation and what may or may not work for them. 

If you have specific questions about property management, I'll be happy to help! 

DM me, and I’ll point you in the right direction based on your specific goals!