Make sure the previous property management company did their job and communicated a change in management prior to you taking over--along with your contact information.If they have no done this, they should so the tenant doesn't feel like a scam may be going on.Just make sure they're away of where rent payments need to go and who they can contact in the future. 

The city's macroeconomics is looking great - lots of population and job growth due to the booming tech scene and many companies choosing to move and develop here.

It seems that to be on Section 8 you need to look for a job on a regular basis.

I’m in the 33% tax bracket through my real job and this could be a big difference in taxes owed if we sold the property?

If it's on your credit, you are on the hook for it.However, it shouldn't effect the loan process too much, a simple Letter Of Explanation should be able to get the job done with the correct investor. 

@Brittany MyrickIf I were getting started in real estate investing in New England, I’d focus on researching local market trends, especially job growth, rental demand, and the broader economic outlook.

If you do a good job picking tenants, you will be fine.

That is the issue I am having now as my wife and I have great paying jobs and just cleared all our debt.

The technicals (migration rates, job growth, tax situation, debt cost, etc) to work as well.

Here are some thoughts on your choices:401k Loan: This can be a good option since you're borrowing from yourself, but it comes with repayment risk, especially if you leave your job.