We're in our late 30s with one daughter in fine health, and my heart goes out to parents helping their young ones through difficult circumstances.Have you looked into househacking a duplex in your home market?

If you want to work in finance or accounting then finish your degree.

You can still owner-occupy any residence you want unless it's an HPR and then you have to own both sides.These developments are usually 3-4 bed, 3+ baths, some with rooftops that take advantage of being in the most walkable areas of town. 

@Aaron Garner while true... everyone’s goal is to make ‘infinity’ returns I would argue its nearly impossible to do with a STR while paying 30-40% management fees.

@Solomon GanzI'm in your exact same boat...spent the last 12 years in finance making 6 figures with no real upside.

As for the 203k concern and rehab loan: These can be some hoops to jump through however as with all answers in finance, tax, or real estate investing it ... really "depends."

When sentenced on May 23, 2007, and May 30, 2007, respectively, they face up to 20 years imprisonment and $250,000 in fines.

The highest amortization period is infinity, which yield an interest-only loan.

The rooftop was also a nice touch.  

Just the unassuming business school, and got a degree in finance.