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

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 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.

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.

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

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.

What will you do for tax mitigation?   

However, I have a few concerns:Pros:Living condition: 1400 sqft → 1700 sqft with some boutique featuresThe rental market seems good in this area.Another property is added to my existing real estate portfolio, which currently includes two other properties.Cons:Interest rate: 7% - No guarantee of decreasing the rate, which means there might be no opportunity for refinancing in the future.The current home is too new to be rented out.People often say not to buy property in Chicago due to high taxes and low appreciation.There’s no necessity of moving since I have a decent primary home.Any professional advice would be helpful. 

I don’t want to be convinced that the quick money will be better than waiting it out for an offer that makes more sense.

But, while you are still doing travel nursing for work, I wouldn't get the license because you will be spending money that you don't need to.