Pilot of the one cutting class? (7)
I believe the answer is:
skipper
'pilot' is the definition.
(I have seen 'Senior pilot' mean 'skipper' so perhaps 'pilot' could also mean 'skipper')
I can't explain the rest of the clue.
Can you help me to learn more?
(Other definitions for skipper that I've seen before include "girl with rope?" , "one that's put over the side" , "Captain - one using a rope" , "who makes short hops" , "delicate winger?" .)