My concern with the DST is driven by the overall state of the market at the moment - low cap rates where your risk is magnified by the interest only debt and fees the typical DST layers on the investment. 

Happy to answer any questions or concerns. 

Or is your concern about cash flow related to your lender?

My concern is that a lot of younger, inexperienced and unsophisticated folks get fooled into believing that their hard earned money is going to "buy" property in these kinds of arrangements (i.e. believing they are not "throwing money away on rent") whereas throwing their money away on rent + even more money should the option fail is a better description of what is actually happening. 

However, a lot of concerns can be mitigated with looking at their past rental behavior in a lot of different settings.

These 2 platforms don't focus on MTR but vacation rentals so using Furnished Finder is a better way to get those longer term folks.I have always been a bit concerned about the area's penchant for restrictions.

As far as rate is concerned, you can usually go about two points over the current rate (less closing costs for a seller financed deal so there is no real expense there) You need to make sure the borrower can cover that.

Even if I were to rent it out on Airbnb, the cash-on-cash return isn't very attractive.Specifically, I’m concerned about:High mortgage payments and the financial strain it could cause if the property doesn't generate sufficient cash flow.Cash-on-cash return is low, even with high-revenue short-term rentals.My Questions:Risk Mitigation:Any strategies I can use to mitigate the risks associated with owning a high-value property with a large mortgage?

There are risk so to gloss over those risk for the sake of selling mentorships is concerning. exactly Joe.. 

That’s a major concern.