If you’re comfortable with it, you could ask to extend the term beyond five years or potentially even adjust the interest rate for a longer payoff.

Thinking about stepping outside my comfort zone and maybe doing out of state investing. 

The house is comfortable renting out to 2 tenants with their own bedrooms and an extra fridge.2) You should wait until after this COVID bust. 30% of mortgages in the United States were laid or in default in April / May.

They took a lot of risks that I wouldn't be comfortable taking.

Although this is a long term investment and not in the main stream, it has added a certain level of comfort knowing the above potential investment risks are to a degree reduced.

In fact, in that mastermind group, I connected with a lot of high-level investors and that’s where I got the confidence to start investing in Costa Rica with partners that I met in that mastermind group.Your brother gave me some good advice of how to run a debt fund, which was super helpful.With regards to the lease option model, I feel super comfortable with it and I’ve done enough to see how profitable lease options are and I would say they’re much more profitable, and require a lot less effort once you are used to them, than any other type of real estate I’ve done over the past 15 years.I posted some numbers above that showed the difference of doing a partnership model or a debt model.

There is no doubt, that, if maximizing the quality of my life experiences including luxury dining, entertainment, and/or the pursuit of a job in high finance, I would consider New York.fortunately, I prefer running, mountain biking, taking my kid to the pool, and reading her books by our fire.These activities do not give NYC an advantage.But I also would not bet against New York.

I spent my entire summer doing maintenance and ensuring comfortability.

That is the truth Nate, boy, I'd be exactly where I wanted to be, but I am definitely one that believes it's never to late, so I'm starting now to get ready for the next 20 years so I can retire comfortably.

I'd consider doing some kind of cash out refi on the property at a number you're both comfortable pulling out, while still leaving $ for reserves to maintain the STR you currently have.