I'm diving into mid-term rentals and hoping to shift more of my units in that direction.

Fannie and Freddie DO NOT allow the transfer ~ you have to apply and be approved to do this.You apply to your servicer and either GSE to get approval of your SINGLE OWNER LLC and you have to disclose every little detail which takes away the reason people want to vest in LLC (to avoid personal liability).

On paper, things like higher rent to price ratio, average cap rates, and high rental %'s in the area seem to be the best data points to atleast steer me in the right direction.

Unless if their direction is completely the opposite of yours !!!

The owner must negotiate directly with the company and sign the contract. 

Individual Empowerment:The non-profit's focus on building net worth for individuals implies a commitment to empowering people economically.Initiatives may include financial education, homeownership programs, entrepreneurship support, or other projects that directly enhance the financial standing of individuals.2.

Other rules apply.

Hey @Lucas Wolf, I will send you message, lets grab some coffee and see if I can help or point you in the right direction :)

Or can someone point me in the direction of calculating ROI?

Further, don't assume the $50k in arrears get's applied to the UPB. a Large majority of that is fees, trustee costs etc. so even with $50k + your $10k fee - the UPB needle isn't going to shift much.