Can anyone give me some advice pros/cons on having a single family unit with a pool as a rental unit.

I'm interested in investing in multi unit properties and potentially get into house hacking.

Have you confirmed that he is still in the unit?

Give them a couple of options, they already know the unit got foreclosed, most people move to avoid the hassle. 

I would look at the DSCR loan as the first option.By the way, I suspect you are going to be disappointed by any refi appraisals   ADUs typically appraise poorly   JADUs can lower the property value Vs having the space as part of the primary unit.  

The national organizations can have a lot of money backing them from Alumni and it would be a very long term lease. 

We self-manage our five-unit property with both—while RentRedi's reports can be clunky, Stessa offers much better reporting.

@Tom GrieshammerThe best bang for your buck would be buying an existing duplex with an owner-occupant loan and putting down 3.5-5% and live in one unit.

Ask how many units they manage and how much experience they have.

The lower unit is a basement/guest suite.