Question is what can I do to prevent this for the properties I manage.

So every maintenance call he gets is a catastrophe because he doesn't do anything to prevent it.  

This will also put the eviction on the record of the initial tenants to prevent this from happening to someone else.

@Mayra Perez  being a real estate agent offers you unlimited earning potential, but it takes a lot of consistent action to implement systems that will produce consistent income.

I’ll be sure to take what you’ve given me and implement.

Being that most people have unlimited talk and text, I figured money wouldn’t be an issue implementing this idea.

If you had the work done by a corporation or you used credit card, then no 1099 is required.These rules are in place to prevent tax evasion and tax fraud.This is the IRS publication discussing record keeping:https://www.irs.gov/businesses/small-businesses-self-employed/what-kind-of-records-should-i-keepThis is the IRS publication discussing 1099:https://www.irs.gov/pub/irs-pdf/i1099msc.pdf

I’m going to implement what I can where I can.

Thanks for the feedback I would implement it.

My Dad's suggestion was to "rent" the house from him, since until I have title there is nothing to prevent a parade of homeless squatters from moving in if I merely pay him to leave.