The "up and down" motion of the cyclic that keeps being mentioned here should be an absolute non-event. If you have your hand resting on the inside of your thigh, the cyclic should never get moved in the "up and down" motion while you are flying. It does make it much easier to enter and exit the aircraft though. The Robinson is much harder to learn to fly than the 300. And many will tell you if you master it, anything else you fly helicopter-wise will be a snap.
I know guys who transitioned to the R22 from the 300 and did it fine. From the 300 to the R22 may tale a little practice.
It takes more skill to fly, for sure. (Hi Fling)