Whenever I have to lift mine off the ground its hitched to the truck with the parking brake engaged as well. I lift it on the shackle or whatever its called at the tires suspension
When i first got my TT i would crank the stabilizers lifting the tires nearly off the ground. It didnt take long for me to figure out that it was a bad idea due to the stabilizer/scissor jack bending when I was on a slight incline and rendered my chocks useless.
To each their own though, im sure if you are on perfectly level ground it wouldnt cause any harm