If you either don't have the bandwidth or still feel like you're just not sure, consider a turnkey company as a way to tap into an existing, proven network while also having a mentor to provide some guardrails for your first deal.

Oddly enough, they have approved my big ask each time I've brought in a new tenant or requested a rent increase for an existing tenant. 

Not even sure that exists, but I figure it probably does.

Comps are almost non-existent for this type of property in this area, so basing my own evaluation on cap rate and cash flow.

. · Existing HVAC is Forced air gas furnace.

I tried searching online for "Real Estate Transaction Case Studies", it seems like it either doesn't exist, or they have been SEO'ed to oblivion (i.e the 7th o of Google)Thanks in advance.

or put a new roof on an existing investment property?

Seems like the best move is to use that VA loan, preserve existing capital for repairs/future expenditures/worldwide plague, and then refinance into a conventional when it's time to use the VA loan again.

They have existing tenants and one of the tenants is section 8.

But umbrella goes beyond where you may have existing liability insurance and is more broad.