Are you intentionally using all three just to pick up some of the services they each uniquely offer that don't overlap, and to be able to choose which ones are strong in a particular area?  

You are required to file a complete and accurate return, which means reporting the income that you earned along with atleast the direct expenses that you incurred on your rental.There are two comflicting forces - Your tax accountant wants to be aggressive with deductions because it will entitle you to paying less taxes(now or in the future).Your lender wants to see as much income as that will increase your Debt to Income Ratio(DTI).The good thing is that you can speak with your lender about 'one time expenses', that were only incurred in that year and are not reoccuring. 

You materially participated in the activity for any 5 of the last 10 tax years.6.

You may have to sell the whole property to access the funds in the IRA or 401k when you retire and for required minimum distributions. 

Quote from @Alexis Herrera: Hello, I have a home in Miami that someone is willing to sell. 

For January, they have not paid. 5 day notice was given on the 19th and on the 25th we filled the eviction with the courthouse. 

All of those can be seen in the thread linked below.Who is Bob Stevens AKA Bob Prisco and what's his involvement in Cleveland?

Curious to learn what other landlords and STR listing owners are doing to automate day to day processes?

If you are borrowing for renovations, you will likely have a draw fee in the $100-300 range per draw.Selling costs: biggest one is commissions.  

If he closed and now has to move in and has an attorney, he should be fine.