You aptly helped articulate goals for my investment better (even to myself) - generation of positive cash flow from rentals, and overall appreciation of property/properties. 

I believe other commentators provided some articulate info regarding the situation.

@Elliot Tan You can assume his mortgage and rent it back to him at market rent for the privilege of assuming all the responsibility with the property, especially if he wants to buy it in a couple yearsHe:- gets to stay in the property without having to face foreclosure with his family- gets the responsibility of the property off his hands- gets the option to buy property within a couple yearsYou:- get a discount (assuming his amount to catch-up is lower than his equity in the property) - get ownership of the asset and all the benefits that come with it at least till he wants to buy it- get equity in the property while helping him stay in his house which you can sell to him at a stepped-up basisFor you to help him out, articulate the benefits to him and go from there

He does a better job articulating it than I'd do here.edit: if the link doesn't work, the title of the video is: How to Analyze a Short Term Rental Real Estate Investment (Step by Step Guide for Beginners) 

I am truly trying to articulate this correctly.

I've read your posts before...you're direct and concise - and articulate - let that be your lane. 

I have amassed a general wealth of knowledge in regards to real estate investing, articulately wholesale, over the past few months.

FICO score, liquidity, etc.)Getting a firm handle on the answers to these questions, and being able to articulate them transparently to a prospective lender should help your cause.

Don't confuse the appraisers articulation of value with the actual value of the house.

Even after overcoming each and every itemized objection, I was still told repeatedly "it's not going to happen" by small-picture people who could not grasp that there's no rule explicitly against this.Ya know what it means when someone who doesn't understand the situation says "no" but can't articulate why?