But it takes deep pockets to be able to cover potential loses... even then the ones I know about self insured their medical and still had policies for specific things.   

If he's low because he got hammered with medical debt, sure.

Mixed multifamily, SFH, apartment buildings, office, and even a medical building. 

@Enwan CassonAsMentioned call around but most banks have ceased giving out HELOC’s especially on rental propertiesTwo reasons banks need more liquid cash and they are using common sense in seeing that the economy is going in the wrong direction and the first thing people default on is investment assets which lose value and banks don’t want to be left holding the bag in 2nd position

I was looking for about 55k in cash for medical bills and to consolidate some high interest debt.

$50K - $100K appreciation over 5 years on a $1.2M property near NYC seems low.Also, have you explored renting it out as Corporate or Traveling Medical Housing?

I don't believe you can, but you can request documentation from a local medical professional (ie not an online service where you pay and they will say anything is an ESA).

They work enough to make some money without losing their medical benefits due to their medical needs.The trick with people on section 8 is finding the individual that wants a better quality of life that's within their means without losing their medical benefits.Screen section 8 people very thoroughly and check them out on Facebook.

Major farming economy, bio-medical, aerospace engineering, healthcare, finance and the list goes on and on.

Check on work license and medical possession license.