. - AOA Debt Reporting Service: letter sent w 120 days to pay (with credit bureau reporting) after which it rolls over contingency plan with collection agency getting 38%.I know I would not want the task for what they charge.  

If not, who do you believe the natural buyer is and why do you believe they will pay retail when they can replicate what you accomplished with any number of available properties on the market at any given time?

They will pay a higher mortgage payment because they are not trying to cash flow.

The 90% they are paying you back is probably 1/3 of what they're actually making by you committing to a deal.

If you’re paying off less than $800/mo on your loan id say sell come April selling season.

The investment in the plane ticket and hotel can pay off huge when you are able to find and focus in on a specific area. 

I would rather invest in safe markets that produce a good return, then I can use that income to pay for a vacation anywhere in the world.I'm very pessimistic about the STR market in Hawaii.

My worry is that since he has built a 16 year track record of always paying his pref and returning capital on time, that he is now overleveraging.Does anyone share this concern?

A tenant not paying has nothing to do with us either.

Don’t want to pay taxes on the capital gain.