I ripped all of that out and replaced it with nice 24" square tile, Kraftmaid cabinets, Granite countertops, new carpet in bedrooms, remodeled the bathrooms, repainted everything, upgraded baseboards, new appliances and fixtures, etc. 

Also if I don't sell immediately, I was planning to continue my updates step by step, including some slight landscape repairs (not upgrades... it just ugly, want to bring it up to par), finish the apartment backdoor deck/section(its just high weeds and dirt).

I'd like to upgrade to a system where the tenants have a portal to pay online, review leasing docs, communicate as a group, etc. 

The only thing I've found is this link which repeatedly says "upgrade to Pro!"

Lots of great feedback from all the buyers, loved the upgrades.

Most of the units needed cosmetic updates including new kitchen/bathroom countertops, new tile floors, fresh paint, and some basic electrical upgrades.

By adding a detached ADU, you could double the improvement value easily if you add in cosmetic upgrades from the main part of the home. 

I have spent around 16k in cleaning, painting, contractors, large trash & donation pick ups, utility and fixture upgrades, and re-did the floors to their original stains (one room exception).

I'm looking for a personal residence that I can house hack - preferrably a 3br/2ba or one that has space I can upgrade to a 3br/2ba. 

With Certainteed, you can get a wind warranty upgrade to 130 mph.