It seems like PSI has grown, a couple landscape companies that way either sold or partnered with PSI because these landscape companies no longer do snow removal and refer people to PSI.  

Some questions for the people with experience: What are some basic landlord problems I will most likely run into?

On most any day you could find people walking dogs, or children playing in the area.

How would you like to be a tenant waiting on a repair because the owner wants 3 bids for everything and not only will that delay the repairs, but you'll have 3 people coming through your home everytime you make a maintenance request?

Sub to us a bigger deal than most people realize.

Meetup and eventbrite seem to be the other platforms that people post them in.

Call around and talk to a few people I'm pretty sure you will find someone who will make the time for you who can tell you pretty much on the phone if you could qualify and ballpark for how much. 

Might be nice for your personal home but I do not think on an investment property is worth it - except for the marketing angle as people like our salt water pools.

They sell you a package to enter and then find you people to stay and never paid you back!

I think I would recommend people start class b but I recognize the challenges to get the numbers to work.