It's about understanding the precise location of "the limit" that you can push a boat. It's very different from platform to platform. I'm incredibly uneasy driving a J22 with the kite up in breeze because I don't know where things start to fall apart. I'm going to have to broach the thing a couple of times to figure it out.

I don't think there's some hard uncrossable line with regards to experience and skill on various boats - but I do think that the amount of experience required to obtain the enough of the human feel/touch to push a particular type of boat to the edge is often under rated.