I've been on both ends of that "towing with a grapple skidder" routine. Like you said Ron, hook up low and pull smooth. The skidder operator usually drops his grapples to where the tow chain/choker/ whatever has a fairly straight line.
I've seen the front end come up on a skidder, not very far and not very often. That's to be avoided. If you're pulling power and the front end raises and drops and your steering is off a little you can get a pretty wild ride in a direction you hadn't planned on.
I've never seen the front end of the truck come off the ground.
If the truck driver and the guy doing the pulling are in synch it's almost boring to watch. Slow, steady, no excitement. No torn up equipment either.
When you get into a bad enough situation where you have one machine pulling and another behind you pushing it can get interesting. The puller and the pusher have to agree before hand about speeds and such. We had the pull Cat, a 6, take off fast with line on the ground before the push Cat was snugged up tight. The bull line on the pull Cat broke and whipped back into the cab of the truck. No major injuries but we had to put all new windshields, marker lights, horns, and one corner of the headache rack on the truck. And new shorts for the truck driver.