By documenting everything, both parties have a clear record, which can be invaluable if any issues arise later.

At the public hearing, I destroyed them on the record.

But if you look into their marketing, socials, Youtube, IG, past sales record on Zillow and stuff you can see if they really are in the investment space or if they work with traditional homeowners.

You should record the full rent of $2000 and show and expense/capitalize the $1000 payments on the roof. 

You should be able to obtain them from the property owner, builder, or public records if they already exist.

Just keep records.  

I prioritize applicants with a high income-to-rent ratio, a good to excellent credit history, and a stable employment record.

Maintain proper records, such as contracts, settlement statements, and promissory notes.4.

The details are often available on local county records or auction listings.

If the wholesaler was established, had a track record and you can vet them that's different.