Don't allow underwriting properties as a BRRRR be the lone criterion you rely upon.

It is also permissible by regulation to 1099 the GROSS rental amount to the owners and have them deduct your commissions on their schedule E.

You can transfer the funds from your rental account to your personal account each month.Having a separate checking account for your rental side is a good idea, so that you can easily track any expenses specifically for that side of the house and directly deductible from your rental income.I setup a checking account for each property I own and use a debit card for the account for any specific purchases. 

It would be nice to capture those deductions / losses to be carried forward, if that's how their tax system works. 

I've never claimed tax deductions for this repair. 

For the painting, you can deduct it along with other furnishings and decorations that you've included in the STR to make it ready and available for tenants.

I also had a green tag on the garage permit and thought that the certificate of occupancy was for the entire project. at which point I put the home for sale, only to learn that the permit for the garage portion did not have a final stamp of approval when contacting the building department, I was told by the manager he would not allow an inspection on the garage permit that I had not completed the variance process and would need to revisit the entire process in order to receive a final inspection on the garage permit . there is a lot more to the story than I would like to put here but I feel I am being wronged by the manager of the building department for some reason unknown to me.

Your employer plan will not allow you to use another plan.

Watch out for HOAs - not every HOA allows rentals and not every HOA that allows rentals allows you to rent out a unit immediately after purchasing it.

Congratulations on entering the arena.Have you allowed any other investors the opportunity to vet the property/deal you're purchasing from your agent to make sure you're getting a good deal?