Given your husband's expertise in marketing, you probably have the skills to grow a business. 

If you're certain the type of renter you're going to get are traveling medical professionals, you know they're on short term contracts (typically 13 weeks).

Oh also number one skill to develop regardless of the route you take is being able to identify and get in contact with motivated sellers.

If they want to sell it and have emergency funds for medical bills, seller financing likely won't appeal to them. 

Even really skilled operators are left with no back up plan because they can't pivot to LTR in that market, can´t fetch the price they paid because the STR has lost some steam and was bought using nightly rate numbers etc.

I am sure working for the Home Vestors Franchise gave you a lot of tools/skills on getting undervalued properties.

You cannot just casually start this medical expense plan, it's not an IRA.

We also work with investors in the different markets we operate in to perform tenant placement where we work with ALE Solutions, other relocation companies, medical agencies, etc. to offer properties as a part of our inventory.

I have been buying a small pharma company in the opthalmic space, Harrow, HROW since May at $10, with good growth prospects and in an area with long horizon of medical need for the diseases it treats, they keep announcing better earnings each quarter, and stock now $44 in just 3-4 months, I've bought other companies with good products in the past like NVidia back in 2009 as they made the best graphics chip, G-Force, for gaming.

Positive SolutionsProblem: In my county small multi-family houses are nearly non-existent and short-term rentals and second-cooking-areas are illegal.Solution: House-hack while renting MTR to traveling medical professionalsProblem: I didn’t know the many laws of the countySolution: A hired attorney 1) informed me that the county calls a house-hack a boardinghouse and 2) drafted a very comprehensive agreement that includes answers to your list of questions.Problem: Interpersonal problems can be a risk.