The basement is dry as hell, and it's nicely decorated.QUESTION:  What types of financing, financial assistance and tax benefits does one get from being a registered landmark in a historical district? 

And eventually, they also fail financially, because over time capex exceeds cash flow.So I am very much in favor of @Tim Ryan 's idea: pick a market and grow roots.

Hopefully, this solves it. 

I did not factor the math in as a LTR + STR but just a LTR so it did not impact me financially as it was just gravy.That is not to say yours will, but I notice in the better neighborhoods tenants do not want guests coming in & out.

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

- Consider your current financial situation and how much you can afford to invest.2.

It would be nice to have someone to partner up with if possible or just someone that could offer me advice on this path to financial freedom.

There's no need to apologize, ask permission, or make financial concessions.

I've spoken with my financial advisor and ran the numbers where spending 5 more years in my W2 sets us up for the future but it's taking all my attention and I can't focus on real estate, plus I’m miserable.

To solve the problem, you need to identify the problem.