The challenge was balancing the relationship between landlord/tenant and a personal/friendly relationship.

Also, long term, I expect Sac will enact tougher restrictions on STR, given the intense housing crunch we're experience, so I personally don't expect that to a be a good long term strategy.

Personally I'm against these types of programs, especially 5-figure ones.

Attend in person, bid, if you win you have to pay right then via a cashiers check.

Tell me - someone selling their home to your son, Subject-To - is this a person who has made good life choices? 

I was thinking if I can talk to my neighbor about sharing the cost (I, the landlord, personally provide labor and my neighbor provide material (e.g. fence pickets)).

In my personal experiences a lot of structural items start with bad drainage.

While Facebook Marketplace isn't the sketchiest site (craigslist), I personally would never give my ID across it.

If I understand correctly; the seller would receive 80% ($40,000) directly from the mortgagee at closing and would enter into a personal agreement with me for the 20% down payment ($10,000) in which he would be reimbursed separately from my mortgage payments at a separately agreed upon rate and term?

Personally, I think this company is probaby about to go out of business - they have lots of inventory, and it's not exactly prudent to be investing in FL in the coastal areas now anyway.