Hi guys I have a tax question even though its not real estate related i'm sure someone knows the answers i'm looking for.

Ideally, my property generates around $500 per month cash flow after accounting for rent, insurance, tax, interest, PM fees.I’ve recently realized that repairs costs have notably affected my profits.

I live in California, and bought a tax lien certificate (technically a Certificate of Purchase) on vacant commercial land in Arizona, sight unseen, at an online auction.

I check county records, tax records, current appraisal from the local municipality, and check for comps in the local are with respect to the properties condition. 

It might not make a difference to you, but your tax pro and bookkeeper will hate it. 

My only income is 1099s, which I write off a majority of it to lower my taxes.

I bought these properties cheap, had them fixed up and not have they appreciated a lot that also generate a nice tax free cash flow that goes back into my IRA to be redeployed into more properties.This is a huge tax free money maker. 

No, it was a single 30-day stay.Proof is not required when you file your taxes.

You won't have to file a state tax return with Tennessee as they don't tax rental income.You likely want to work with a CPA who understands the different state tax laws.Good luck in your search

It sounds like you are looking for an employee as defined by most taxing bodies.