Their Option is up in two years, my Option is up in 3 years and is extended if I want to.

Josh Caldwell I have extended family in Boston, but not a RE network.

However, if you are eligible Solo 401k has several significant benefits making superior to SDIRA:- Large contributions level up to $60K/yr- Greater creditor protection- Ability to correct a prohibited transaction- Participant loan allowing you access up to $50K of your balance tax and penalties free- No tax on leveraged real estate- and moreBoth, SDIRA and Solo 401k offer virtually limitless investment options so you can diversify to the extend you wish. 

I'm leaning more towards using the Airbnb because of the more transient nature (so I won't need to deal with bothersome tenants for extended periods of time) than a traditional rental.

This cycle of over extend the governments has been going on for 2000 years.

Doing it this way, banks will extend a mortgage based on the appraisal.

You could also look for a short term rental or even try an "extended stay" hotel.

Examples include advantageous financing terms (0 down,  below market rates, extended non-callable  terms) or you have absolute knowledge that you can make a profit somewhere (sell to a developer, rezone for higher use,  sell on financing terms that net you more money ).

For over 110 years, Coldwell Banker® has helped people find homes, and now our mission extends to our furry friends.

And I think there's also some exceptions for active deployment situations that extend that time.If you meet the calendars for either of those properties that would be best first move.