I'm a licensed agent in Florida, but if I were using a Realtor to make an offer in your situation, here’s how I would think about it.First, I assess the worst-case scenario.

Verifying last 2-years of rental history and income/employment extremely important to find the “best of the worst”.Tenant Default: 20-30% probability of eviction or early lease termination.Section 8: Class D rents meet program requirements, often challenges to pass Section 8 inspection.Vacancies: 20%+, depending on market conditions and tenant screening.Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciation.Where did we get our FICO credit score information from?

Lived in the worst unit and fixed it up while I worked there.

The craziness of keeping up with multiple personal and business insurance policies is beginning to wear on me and I was wondering if anyone knew of an agent/company that would offer some sort of "umbrella" policy that would cover a group of assets in both TX & OK similar to these; Primary (valued at over 2M) and secondary home (valued at around $500K), personal higher end cars over $100K/exotic & classic, boats, 2 LTR homes all in Texas and 2 LTR homes in Oklahoma?

I think you'll need to just go with the bank assigned appraiser (meet him at the property) and do your best to be persuasive - you can usually dispute the results in the worst case scenario. hand him a hot cup of Starbucks before you begin trying to sell him.

Prepare for the Worst—So You Can Focus on the BestReal estate is predictable, albeit over the long term.

Then we had about 6 brief follow up emails to finish sorting things out.

If you get it at the right price they are good to purchase but assume the worst in terms of reno costs and hope you come in well under that

Make sure you have a healthy margin on rents to keep being able to make payments and just wait it out - then a delay in returns is the worst thing you have to worry about. 

But I wonder what is worst case scenario if they do. thank you!