(In MOST cases) With permitted work, you are required to file an affadavit that the value of the work being done to a FEMA designated Flood Zone property is not worth more than 50% of the assessed value of the home.

That basically leaves you with investors and buyers with let's say special circumstances.

Basically I'm wondering if we should start our own LLC (owning it ourselves, "hiring" out the construction to his other LLC to avoid layering), or can I have his company get the loan and I just sign something showing that I'm providing the cash, am on the hook for the loan, etc? 

And the calculation windows for when interest is assessed would probably surprise most people, it's generally not what one thinks it is so often waiting to that statement does often incur interest charges. 

I understand the first parts where creating a win-win deal is key, I just can't seem to find what happens  When it comes to closing real estate transactions, there are basically three ways to do it: (1) do it yourself (2) utilize real estate attorney or (3) utilize title co.  

Understand the basics of private lendingResearch real estate marketsDetermine your investment strategy and criteria for loans, including:- Amounts- Interest rates- Repayment termsCreate legal documents with a lawyerNetwork with real estate professionalsPerform due diligence on potential borrowers and their projectsBegin with smaller loans to gain experienceMonitor your investments closelyConsider joining a private lending group for additional resourcesStay informed about real estate trends, lending practices, and legal regulations

However, I have helped a couple people with extremely basic home layouts when they were in the process of remodeling their home.

Make sure you understand the basic math, what qualifies as a good investment, how to manage your investment and prevent losses, etc.I would start with Set For Life by Scott Trench.

None of these originators are allowed to assess you as a higher risk because you paid off a mortgage early. 

So basically, had the 1hr strategy with them I have 3 units and they explained that they provide education and coaching to teach people how to increase their revenue ever month, in addition to improving their processes effectively automating their short-term rental business.