Reading thru Vail Resorts annual report the other day and looks like they loose money. 

Contractors play such a huge role in real estate projects.

It’s awesome that you’re diving into real estate and taking the time to build a solid foundation first.

But you have the option to just pay the monthly payment up to maturity in case something goes wrong or if you decide you can use that money better to just build another property instead of paying it off. 

Beyond real estate investing, BiggerPockets Money has great episodes on how to avoid the middle class trap with your investments - ie how to structure your investment best so that they're not all locked up in accounts with penalties until you're 65. 

Over the years every single time I went over his house to hang out we would talk about money, investing and the future we were building.

All this is to say, I believe it would be money well spent for sure... 

IE motivate them for money. 

The predicament we are in is the property is not in the condition to charge that much for rent and we would also leave a lot of money in the deal once we refinance if we cannot get in there to fix it up.

Population decline has slowed, and key neighborhoods are seeing real growth.