I have and the key is making sure the trees aren't too big for the spade. Honestly, a typical skid steer spade is only going to be 4' diameter at max which is going to limit you to a max of maybe a 5' tree depending on species. The machines will pick bigger trees but you don't get enough rootball for a good survival rate. If you want bigger trees and instant habitat, you really need to go truck mounted 90" or 100" which will be on a semi chassis. I've used skid steer spades, tow behind spades, and hired large truck mounted spades to move trees. At the end of the day, with the investment of time and money you make in the trees and moving them, a little TLC watering and fertilizing them is pretty easy to justify.