For example, splitting rent & utilities with a roommate on a comparable quality rental.

Beutiful property that provides quality housing for an underserved market that also makes good money.Lessons learned?

You have to determine what is the quality of person you are trying to collect from.  

I always tell them: I teach you to be the founder and person in charge who pays those you hire to provide what they promised at high quality with minimal effort.You can be that founder anywhere in the world that has an internet connection and when Starlink is fully build out, literally anywhere in the world.Happy to tell you in a chat how I do that

All the freelance sites basically provide the same low quality results (they usually have sites where they farm backlinks) and can increase the "toxicity" of your site but for pennies on the dollar of what local companies charge, it's not a bad start.The best way to increase SEO over time is Blog posting though, and it's free. 

It's ok to bypass scalable appreciation in your town in favor of a property in good shape or that you can put in good shape that will consistently cash flow with decent to quality tenants.

You are likely going to have to spend more time helping your mom and better to enjoy the quality time you have left with your dad.Go through each property and write out what it brings in, expenses, etc and rank them as to the one you want to get rid of first.

It's all about quality. 

Obviously there's a lot I don't know about your deal, but using napkin math and your figures, Id go for it - I think $1600-1800/month is realistic depending on the area at that valuation (just guesstimating the neighborhood quality based on ARV).

I will be exchanging out and purchasing something around 250K with the proceeds which will in turn bring higher rent and a better quality of tenant Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?