There's a high likelihood that family dynamics will come into play.

Since the interest rates are high right now and prices pushed back a little bit I thought about doing an owner finance on a five year balloon.Thinking about paying it off in full and then turning around and doing an owner finance at a value somewhere between its current condition value and the ARV.

You are correct that prices are high, it's also good to know that 2-4 unit properties are extremely popular at the moment.

Also love @Patrick Allen's reply mentioning.(1) HELOCs on primaries are easier to obtain(2) High rates may make cash flow difficult unless there is a clear & compelling refi strategyItems I'll add from my seat.(1) Although rare we(Lower.com) offer HELOCs on investment properties, but the terms will always be better on primaries.(2) If you're moving into the next home, needing to only put ~5% down doesn't leave you very exposed to the higher rates of a HELOC.

I gave him a bill for the damaged ceiling, he said it was too high and will not pay that amount.

If the company you are waiting on is slow/non-responsive when trying to win your business I wouldn’t expect quality service if you choose to go with them.

Typically, when funds acquire loans, they assume delinquency/default risk in exchange for earning a yield on their investment.Yet this would work differently – it’s a request to purchase debt alongside a corresponding put option/insurance policy.From the buyer’s perspective, as long as the seller remains solvent, with sufficient liquidity for any exercised options, it’s a risk-free investment.

Like any other high-end resort market, Hilton Head has had a need for workforce housing for quite some time.

I would prefer the risk of a renovation to upgrade a building as opposed to location risk with a high risk tenant pool. 

However one thing that would make trouble for me was that I had some pretty high standards I was keeping the tenants to in an effort to clean the buildings.