Roy -- I actually did something similar when I had the smaller tractor and a large truck. Parked the 1750 sideways to the slope, parked the truck above it. Ran a comealong between the two vehicles and gently tried to tip the tractor. Without loaded tires it started to go at 22 degrees.
Wouldn't try that with Clementine because (a) she's a lot heavier than the original tractor, (b) I no longer have a gnarly truck to chain her to, (c) I like my tractor a lot, and (d) I'm an idiot if I push it like that.
Pete