then start selling the ones that have upcoming major repairs in the next 5-10 years or the ones that are a biggest pain to deal with/make the least amount of money from rent.

All collection harassment stops by law giving him relief. 

I would say it depends on if the property is a pain and what your long term goals are.

And that is VERY painful for me to say because I LOVE HD, and go there for almost all of our rehab projects.However, if you are leaning toward the White cabinets, I would suggest that you compare to Lowes. 

The biggest pain points like others mentioned is the Pre-Payment Penalty, Lender protections, and undisclosed fees. 

If you haven't already, consider looking into whether or not your fiancé would have been covered under the Servicemember's Civil Relief Act (SCRA) https://www.dmdc.osd.mil/appj/scra/In certain instances, things like high interest credit cards and certain loans would be capped at 6% APR, with any overages/fees being FORGIVEN and not just deferred. 

As Tony Robbins says, people move away from pain and towards pleasure.

Right now, Stayfi has been beyond a pain!!

You can do the same, find the pain point and solve it.

I have lost one in the past and it was a total pain in the butt when the tenant moved out...