I'm sure this has been asked before:
What is the origin behind the name Cub Cadet?
Both words seem to evoke something that is not yet mature or experienced enough, something the Cubs certainly are not, in their respective equipment class.
It just seems weird to me. "Cub" I suppose, because it's a smaller version of a full-size (like a cub bear), but why "Cadet", like it's a freshman at a learning institution, or has much yet to learn about the lawn-care game?