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November 16th, 2019 updateI was sick last week so not much got accomplished.

We haven't had it officially appraised yet, although I'm scheduling an appraisal for next week.The payoff on the current mortgage is $120k.I'm having trouble wrapping my head around the best way to structure the purchase to accomplish our goals, or if this is even a good opportunity or not.  

If it's less than that, then in order to accomplish your house-hacking goals, it may mean having to get that job, at least for a little while, so you can prove the income is there. 

I also base the criteria that these markets must match on a combination of financial goals and strategies that I can do to accomplish the financial goals as they apply to the profiles within these markets.So to answer the question of "what types of answers..."

Same can be said about my rentals, my W-2 allows me to pick up ones that make sense to me and tenants that fit well with what I'm trying to accomplish.

With everyone’s advice I can form another approach in accomplishing this matter.

I guarantee if you’re intelligent to pursue successfully a masters degree from a legitimate institution you’re intelligent enough to accomplish both of your desired tasks.

You may be correct in that the cash flow is the same, but you are failing to take into account the wealth building you are accomplishing through the debt pay down.

Reach out to these brokers one by one let them know who you are and what you're looking to accomplish.