At the moment my broker license hangs with another broker.

There is no hanging up on the landlord.

As they are on S8 and pretty much hang around the house all day, they are generally happy to have someone to talk to...even if it is the super.

School course work, finger printing, state license, test fees, joining a local board (PAR, SAAR, WEMAR, etc), paying ARMLS subscriber dues, and then to be active you actually have to "hang" your license with a broker.

I definitely want to pay him what the job was worth ($600 tops considering there was no skilled labor) but after he left me hanging out to dry I am hesitant to pay him the full $800.

In my 20s I wanted all rentals with a $10k passively, now that I'm in my mid 30s, life has changed and I hang out with alot of older (70-90s!)

@Karan Rekhi this is all i do. i only rent by the room. anyone that tells you it’s not worth doing is wrong. be careful about town ordinances. the town i am in only allows 4 unrelated people per unit.as far as finding people, i do all of that although your incentive idea isn’t terrible. i have all multifamily and i basically position tenants together that will fit well. also, sometimes females will be uncomfortable living with males. for the most part, if you can get like minded people together you will be fine.yes, depending on your class of people, you will get some drama. do your homework on your tenants and vet them well and always talk to the previous landlord. happy to help you here. just let me know why other questions you have. you will have growing pains with this strategy but once you get the hang of it, it will be very valuable.

In that case I would probably try to aim for a couple of low-hanging, inexpensive single family homes and call it a day.

However, if the business plan fails there is little incentive for the STR investor to hang in there to make it work.  

Hang in there.