I'm assuming these organizations would pay far below market value for land, but there are obviously also some significant tax benefits that may potentially offset the "lower-than-market" valuation you may receive when selling to them. 

In the market, if they are young and new they will pay 12%, so 10% is pretty good. 

Find a second job or a legit side hustle, do the work, earn the pay.

You can input and sell one property to pay off 2 other properties.

If you take a high rate, interest only bridge loan, you need to have a solid exit or you will pay tons in interest.  

There is always insurance out there....it just may be at a price that's drastically more expensive than you think you should be paying.

I’ve run into an issue with how to pay a client for STR hosting/PM.

You're going to pay for education one way or the other.

I'm considering accepting them if they pay something non-refundable upfront to hold the property.

Airbnb, VRBO, Booking.com, etc), sophisticated rate management and paying all state and local hotel taxes.