Joe,
I think you are missing the entire question...
And Mr. BigE even was less than helpful...
The big issue with jet ski operations is that the exhaust heats and melts the snow if you taxi at all, or while trying to warm up and do your checklists. Also, if at rest, the exhaust will warm up the skis, causing them to melt into the ice and snow and freeze after shut down.
I am sure that the Pavehawk skis used by the military would fit a lear, citation or other small bizjet. However, finding a field with enough length to get stopped and turn around in might be difficult.
Some turbo props work well, Pilatus, Hercs and I bet the Maule with the turbine would be great. Also the 185 Soloy conversion...
As far as physical training, I think that the required training will be required in inverse proportion to the mental capacity to foresee what dumb stuff you are trying to get yourself into...
Mr. BigE, our local ski rescue pilot, has never mentioned being stuck... yet has ski pictures to prove he HAS flown skis. He would be a good start to ask some questions.
Yes, you will shove, push, swear and the like on skis...
If you are asking about personal water craft, they suck on snow.