I have aspirations of flying for the airlines someday, but I also have aspirations of developing a RE portfolio that produces around 10k a month so I can have a FI lifestyle and live out some of my other dreams.

I was going to live in one unit and rent the other three out, otherwise known as house hacking.

The bold tend to win in business and in their personal lives .

Living space: 28,460 sq. ft.

The upgrade from here is likely to take a while and be expensive and I am working on that project now.So... how does a live-in landlord with this problem go away for thanksgiving to visit family?

@Matthew RiveraYou likely only require one accountant in your scenario.You will be required to file a resident tax return in the state of New York since you live within the state.You may be required to file a Pennsylvania non-resident state tax return to report the rental income/loss to the state.One accountant should be able to do this.I actually live in New York and Invest in PA. please feel free to reach out to me if you have any tax questions.

Anyways, my question is: I have a primary single family residence that I have lived in for 3 years now.

I'm here to make sure you have an amazing experience, and if for any reason we don't live up to your expectations, I want to know about it.Cheers.Dan (from adwords nerds)

Where I live legal multi family homes seem few and far between, but single family homes with apartments attached whether they are basement or garage converted seem to be more prevalent.

out of curiosity are you renting the home you live in right now?