Quote from @Nickalaus Hart: I have had a long term tenant that moved out last year run her photography business out of the rental for about 10 years.

He does taxes for friends of our that own hundreds of rentals.

Look for someone who owns rentals and does 24+ deals per year personally, not 3.

This is important because many newer investors try t make their rentals like they would live in them instead of, "Maintaining to the Neighborhood".- So, a Class C rental, should be maintained to Class C standards, not Class A.--- You can go up ONE Class (maintain Class B to Class A standards), but not more than that.

We charge the tenant for any repairs that are tenant neglect. 

Also, as a preventive measure in our property managment business, we started to implement checks in place to avoid this from happening in the future such as no undisclosed pets allowed, tenant is responsible for all pet related damage including odor remediation costs are billable in the lease, we charge pet fees as well and periodic inspections. 

Quote from @Steve Wilson: New to BP, anticipate buying my first rental property in teh next 3-4 months and hoping to solicit recommendations for home insurance in the Detroit/SE Michigan area.

Short Term Rentals and the 100 hours "trap"The Trap in short-term rental tax strategies.If you're a W-2 earner using an Airbnb to offset your salary, and you've hired a property manager, you need to read Treasury Regulation §1.469-5T(a)(3) very carefully.

I'm bringing the $$, he's doing some labor himself and charging me nothing for labor. 

That means a portion of the gain could be excluded.However, any depreciation you’ve claimed since converting it to a rental (March 2023 to March 2026) will be subject to depreciation recapture when you sell.