I say treat the agent and the contractor simply as they are, 3rd-party professionals.

Even if it is your only home treat it like a real business and get software that does this for you. 

Treat every lead like a warm lead.

When you are speaking to potential tenants, treat it like a job interview. 

@Christian HatchHouse hacking makes your tax situation more complex.You purchased a property that is treated as both an investment property and a personal residence.

@Steve Totino, this is only slightly helpful where you are, but my mother-in-law, who spent her career in HR always says: "You teach others how to treat you"In this scenario, with you comment of multiple lease violations, you let those slip so now they think they can let others slip, like paying rent.  

So, the IRS treats any distributions in excess of your basis as a capital gain.Also, if you are living in one of the units owned by your company, then that is considered a taxable fringe benefit.And, if your S-Corp owns your rentals, then you cannot move them to another entity without paying capital gains tax including depreciation recapture. 

Why not treat it like a deal? 

I treat it like a loan, because it is one.

Most short term guests (Air bnb, VRBO) treat the property with respect and leave it in good condition.