But now he is staying so we decided to play the cat card, and told him that per his lease pets not allowed and if he would like to keep it we will need to amend his lease to include additional $100 pet rent plus collect additional security deposit.

Tax benefits with or without an LLC are effectively the same.The best protection starts with 1) ensuring your property is in good condition 2) following the law 3) having good insurance, possibly including an umbrella.  

Beware that your SDIRA may be subject to UDFI tax in this case, because it will have debt-financed income.

Almost everyone here on BP will tell you that they wish they had started earlier, myself included.4.

Provide them with a list of properties that you have flipped in the past including dates, addresses, amounts, outcomes, etc.

In theory we could buy a house with him and rent it for ten years and break even, pay the debt down, build credit, and later maybe he lives there.

I thought about including our umbrella but didn't want it to cause confusion.

Good, hope it works, I need you to fill it up and stabilize it for me to be able to slap permanent debt on it, when you're ready!

BP’s team has let me know that I may not attach full third party market reports due to my business phone number which appears on the market reports, so I have parsed some of the market data from them to include in this post along with data from the MLS which was pulled on 4/17/2024. 

HI @Michael Potorti in that price range I would add to @Samuel Diouf and include the east side around Whitehall.