Make sure your accountant knows you lived in it for 2 years of the last 5 to avoid that cap gains tax.

what are you using the money for?

You’re currently paying for it twice- once with money, and again with your time.

If you would have simply held on and collected rent for 72 months, you would have been up money...and that is buying at the peak right before the biggest real estate bubble in modern history.

Currently I like the idea of having long term rentals for my future, but I really enjoy managing my place and think that I would enjoy doing property management as I would get to help others make money and help find a home for future residents.

I don't think it's worth paying for the repairs for a tax deduction, if the tenants want the AC they are welcome to pay for it themselves and they are.

I self manage a portfolio of 6 units and am wondering about the correct way to account for general expenses that span multiple properties as tax deductions.

Did a "hard money loan" with family using gift tax exemption and trust as collateral (despite what Dave Ramsey says, my father and I have an incredibly strong investing and personal relationship).

I could also take the money from another source, but wouldn't be able to carry the 2 mortgages on personal loan I don't think.

To finance the deal, I'm thinking of using hard money and heloc from 1 of my properties.