.: Stessa isn't good for keeping track of tax deduction items.Stessa was designed to just look at P&L.

This is relevant for multiple reasons 1) appreciation is where the real wealth is generated in RE 2) real estate has tax advantages over cash flow 3) in CA property tax increase is capped.  

@William TaylorMichigan has some of the most complicated property taxes in the USA.

We do a lot of mid term rentals from universities near by, and traveling professionals.

LOL Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

They remit the taxes.

Lots of local investors and professionals here in the DC area. 

Tampa can work, but yes, taxes and insurance are higher and might keep cash flow tight.

The insights I’ve gained so far have been invaluable, and I’m eager to expand my network and grow alongside other professionals in the field.

I then would have my tax cpa enter in or do it after discussing tax based items (depreciation- MACRS, reserves, year end accruals, reserves, etc.).