However, it's crucial to ensure that any repayment arrangement complies with IRS regulations governing self-directed retirement accounts.

You can't charge deposits or rent, but you can hold a renter accountable for an animal that misbehaves.

In both cases I spend a lot of money rehabbing a house and then pay myself back either through a sale or refinance of the property.Up to this point, I have primarily just paid for everything through my business checking account.

Did you check the revenue and expenses provided to ensure they are realistic?

The purpose of the retirement account is to build wealth for you to use during your retirement years.If you wish to build cash-flow and retire early you should use non-qualified funds and purchase properties in your name.

What you brought in as a rental, especially a STR or MTR probably doesn’t matter. 90% chance your buyer will be an owner occupant, so they don’t care.Your account/history follows you, not the property. 

We do not watch or listen to people as they are in our house, but we recently had some things out of place and went back and checked our cameras.

Account Closed: My goal is to create a Rental portfolio.

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Properties in highly desirable neighborhoods during a seller's market can often result in buyers taking a property as-is with little/no room for negotiation.The fact that they're agreeing to: a lengthier inspection period; paying for a structural engineer's assessment (Roughly a $1,200 value in my market); account for a repair budget; etc are all good signs.If you're getting this below the average value of comparable sales, it cashflows, AND you'll have peace of mind with necessary repairs & inspections, I'd say go for it!