Hi Hillary, I would call some of the local credit unions as well as one or two larger banks to get an idea of what everyone is offering for owner occupied HELOCs and what LTV (loan to value) each is given.

In your opinion it would be best to look for houses for sale by the owner?

Assuming $2,150 for rent$933 (mortgage, from zillow & his statement) + $96 (Home owners insurance) + $592 (property taxes) + $86 (repairs, 5%) + $129 (vacancy, 6%) + $150 (Capex, 7%) + $172 (property management, 8%) + $71 (HOA) = $2,229.  

The owner occupant will definitely pay at least 10% more than a flipper so you’re ahead after paying the realtor. 

Wife was 50% ownerHusband was 50% owner.

A few years back I know a few hotel owners that had to install elevators.

It pays out monthly until owners pass then the funds transfer to heirs.

However, a challenging situation has arisen: the previous owner's son, who lost the house to the bank, is currently occupying it.I've attempted various methods to facilitate a smooth transition, including offering cash for keys and assistance with moving expenses.

Tenant told me the owner of the property she's currently renting is selling and she needs a new place.

Denver doesn't allow non-owner occupies Airbnb properties, but Wheat Ridge right next door does.