I would appreciate any comments or feedback on what to look for. 

Two flats are essentially just houses.... they trade like houses and there is a lot of emotion involved.

No emotions just business.

Quote from @John Winters: Greetings BP ~I am hoping to receive some feedback on the financial feasibility of this plan and/or some tips to improve it. 

Let’s break it down and explore how you might approach this idea, the challenges you could face, and ways to structure a deal that could work for both you and the landlord.Why the Landlord Might Be Open to SellingThey’ve moved out of state for health reasons and don’t have family nearby anymore, which might reduce their emotional attachment to the property.The idea of simplifying their life and pursuing something like sailing around the world suggests they could be open to letting go of the property if it helps them achieve their goals.With significant equity or potentially owning the property outright, selling could provide them with a substantial cash windfall to fund their future plans.However, their belongings on the property could signal hesitation to let go or simply a logistical barrier they haven’t addressed yet.

As firefighters persist in battling the blazes, many residents are left assessing their financial and emotional losses.

Hi BiggerPockets Community,
I’m Josh, 26 years old, current project manager and aspiring asset manager diving into a new venture that I’m excited to share. I’ve developed a Comprehensive Investor Report (CIR) for a p...

Take the emotion out of it, and just base the two applications off of facts and your requirements. 

Has anyone participated in this program and if so what is your feedback?

I filled out their survey and provided some constructive feedback, even though I don't own a STR here.