He has several Civil and Criminal records that concerned us. 

(I've flipped 3 houses at the time of writing, all went well, no late payments)So the question is, what are other investors seeing as far as rates are concerned?

I Have no idea how to factor in above concern of housing market dip and how long that could take to recover from, as well as the potential future rental market if I decided to rent instead of sell.

If your bank is saying they can give you a loan then what exactly is your concern?

Other buildings in the area have HOA costs that are around $500+.I Have no idea how to factor in above concern of housing market dip and how long that could take to recover from, as well as the potential future rental market if I decided to rent instead of sell.Felt like my post was disjointed, but figured I’d post and add detail later.

My concern is if whoever he finds as a housemate doesn't qualify on his on and can't get a co-signer.

Other buildings in the area have HOA costs that are around $500+.I Have no idea how to factor in above concern of housing market dip and how long that could take to recover from, as well as the potential future rental market if I decided to rent instead of sell.Felt like my post was disjointed, but figured I’d post and add detail later.

@Joe Splitrock Yup, that's my concern.

I think a lot of brokers would have concern or even disallow their agents to wholesale because its too easy to run afoul of their obligations as an agent.

A couple of the reasons/concerns I am considering this:-Difficult to go the BRRRR method in the current market and actually find a deal (too many non-Texans, like myself originally paying way over market value on MLS)-I liked the work the builder did on our property, and we would ideally build a base model without much customization, and add forced appreciation in the second home while we live in it over time-I would like to take advantage of the current rates, as well as my VA benefit with the best strategy possible in starting the rental journey-I know our current home would rent and cashflow well (only con/concern is that our upgrades are on the higher end, rather than econo-rental-friendly: porcelain wood-look flooring, granite countertops etc.)