In my opinion, it is the pilot not the airframe that is usually the limiting factor in what the plane will do.
We have a pretty good pilot at our field with a 4 star 60. He does rolling circles and all the other maneuvers just fine. The 4 star series IMO make a pretty good second plane.
Learning a tail dragger is just another step. A tail dragger is only a "problem" on the ground. Some taxi practice, both low and high speed for 20 minutes or so will solve that problem quickly.
The real problem is when pilots take off with a plane that is beyond their ability to manage.