You could even offer a lease option for when they're back on their feet... get creative and generous!

What are my options and potential workarounds?

I would agree with @Michael Smythe - the only way a seller comes around to a sub to transaction is when they have no other options or are uninformed.

Ideally if we played the cards right we would have option to take some of the init you do  Equity out after adding value.Thanks for the help!

If you are OK not leaving the balance left over to your family, This is a very good tax efficient option that can aid a cause you care about.  

As far as what I do, I am a funding specialist and work closely with real estate investors to raise capital tax-free by using a specially designed holding account that grows your money between 5%-10% of interest and when it is time for you to pull the trigger on the next property purchase, you will enjoy a much lower lending rate of 3.5% - 4.5% on time for their next property.I've been doing this for 9 years and have worked closely with real estate investors for the last 4 and a half.About my future goals, I am interested in partnerships with other investors within the local area (Bay Area).

The faster he finishes and the lower he keeps the budget the more he gets paid. 

Some cons: no equity when you purchase, some times you will pay more than the property is worth, long waiting list, low inventory, and  lower cash flow.I tend to lean towards advising investors not to go the turnkey route but if you have access to a lot of capital and have very little time then turnkey is going to be your best option.

If you log on to some of the popular sites like furnishedfinder or Airbnb you will see that they have "rent by the room" options.

I would also be well versed in creative financing options to maximize opportunities.For MLS listings, target homes that have been listed for 60-90 days.