Why do you say its bad for the original owner long term?

Open ended contracts, particularly verbal ones, usually end badly.

The difference between this attempt and the two previous attempts that failed badly is the large amount of money the aids foundation is spending.  

Multiple people had some bad things to say about the area, but when I moved and realized that it was a low income area with a lot of homeowners, I was motivated to improve the property to match the effort my neighbors have put in. 

The bad news is the LTV is 95% currently, and after a $4 million paydown it's still 88.6%. 

A laundromat with 3 or more machines down is a bad reputation to have. 

Maintenance hasn’t been too bad so far, and I recently made the decision to sell my business, so now I’ll be living off my rental income.My question is: What should my plan be from here?

If you just hire the cheapest or first PMC you speak with and it turns into a bad experience, please don’t assume ALL PMC’s are bad and start trashing PMC’s in general.

However, I've heard lots of bad experiences online with Guesty, Hostaway, Hostfully, etc. etc.

Later I was able to buy the vacant lot between for a grand total of about 2.4 acres.All the houses are in bad shape.