So if I understand you correctly, you usually know about what you want to pay prior to seeing detailed financial info right?

TL;DR: Looking for a financial analyst/planner to help me with quantitative tradeoff analysis to help me decide whether I should sell (some subset of) my 5 rental properties so I can afford to purchase a single family home and stop "throwing away" ~4K/month on rent.

I certainly understand your mindset, however I would go with the 2nd rental property rather than paying off the mortgage right away.You might initially have less cash flow, but rental income should increase while your mortgage payment should only be decreasing (assuming you don't have an adjustable rate mortgage).I also like the idea of having more than 1 rental property because, if each property is cash flowing like they should be, you have more of a financial cushion during periods in which one property is vacant.

There’s nothing wrong with running your circumstances past a loan officer to see what that financial institution might be willing to do.

The financials for the purchase are below.

Hi, Came across this lender: http://www.atlasfinancialllc.com/Wanted to know if anyone has ever heard of them or used them? 

An indemnity obligation exists regardless of whether you have insurance to pay for it.

You will want to look at several years of financials to understand what is going on.

My bother and I put in the sweat equity in finding, managing, and interface with the tenants, while my father brings the financial backing for this venture. 

There are generally three facets of property management: tenant management, maintenance management and financial management.