The most likely scenario is that his renters will eventually do something that costs him a significant loss, despite cutting them a major break for so long. 

:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

So its no major mystery that these are not performing as advertised..

The TVs are made by HiSense.Frankly I would avoid them and get a major brand like LG or Maytag.

I think so many of these responses are based on made up hypothetical’s and not real life, I don’t think the vast majority of people are out to marry someone only for money & I certainly don’t think you want to get married assuming divorce but in the real world life is long people can be married for decades and something can change people can grow apart, you can even have a contentious divorce where getting the money becomes as much about hurting the other person as getting the money itself, I don’t think there should be any shame in making that even in a good marriage that if you grow apart you don’t put yourself in financial jeopardy.

It seems like a great opportunity—it’s located in a charming, small community surrounded by the national forest, just minutes from a major ski resort.

Overhauling that would be a major (expensive) upgrade. 

Secondary markets and tertiary markets only, no major cities.

I have researched the top brokerages in major metropolitan areas, and I'm reaching out to them Via email and phone calls.

I’ve been using the same VA service and haven't had any major issues so far, so I think it really varies depending on a lot of factors, like the market, your criteria, and how strong your buyer's list is.