When I had arrived I found out that this guy had one truck, his own personal vehicle that doubled as his work vehicle.. and some personal tools.

If the rental income doesn’t sufficiently cover the debt payments by their standards, they’ll limit the loan amount, even if the property is worth more.You could try a few alternatives:•Look for lenders who specialize in commercial real estate and have more flexible DSCR requirements.

Or with alternative options?

I had them drive past and refuse to stop even when a concrete truck was on the way.

Alternatively, I feel that a property manager could probably rent the property out and cash flow even after they take their cut, but I am worried about the screening process and potential tenants destroying my new home.

Upon his moving out, I checked the outside cameras and noticed he was taking out all the contents of the home and putting them in a moving truck and his car.

Quote from @Phillip Austin: There are two alternatives to a security deposit, which I speak about in my book.

If you're looking to househack again, then the conventional 5% down is a very viable alternative to the 3.5% down FHA option. 

However, for long-term holders who need liquidity, it could be a viable alternative.-----1.

That said, tenants sometimes push for alternative solutions, as in your case.Here’s what I’d suggest:Broaden Your Marketing ApproachFebruary and March can be slow months for leasing in family-oriented communities, but it’s not impossible.