Get clarity from the two contractors and vet the remaining people and work as you did at the inception. 

This has been an extremely stressful situation as a first time landlord and I am trying to best prepare myself for what the next couple months may look like for me financially, mentally, and emotionally. 

I don’t do the mental gymnastics of inflating cash flow in my mind on a property that I put a large amount down or paid cash for.

We embrace S8 applicants, but screen them just like any other applicant.Many have an entitlement mentality and try to leverage their S8 voucher by pretending to be helpless:1) A percentage won't apply because they expect a landlord to waive application fees for them.2) Many cry broke and expect a landlord NOT to charge them a security deposit.3) Many of those same S8 tenants trying to avoid paying a security deposit, won't make an effort to call the list of nonprofits we send them that will pay their security deposit if they apply.4) A lot of them try to avoid paying for utilities.

I would love to be a resource for you as a lender, and I actually also have a masters in mental health counseling.

But if you want clarity, the truth is you’re probably going to need to pay someone for a proper one-time review.

I am looking for ideas again:)For clarity you are not referring to receiving a Social Security payment but rather the current residents have no Social Security Number.Many non-citizens have an "Individual Taxpayer Identification Number or (ITIN).

The temptation can be to jump right into analyzing deals, but you asked where to start.When family is involved, the real first step is getting clarity.

That kind of clarity upfront can really help avoid misunderstandings and keep things professional.The preliminary walkthrough idea is also a great addition.

You have a poverty mentality and are trying to do things on the "free" without knowledge.