Word for being thought-provoking in a humorous way
Solution 1:
The first few adjectives to enter my mind, as I understand your request, which mean cleverly humorous, are scintillating, droll, or witty, depending on the desired tone. The Cambridge English Dictionary definitions of each are as follows:
Scintillating - funny, exciting, and clever
Witty - using words in a clever and funny way
Droll - amusing in an unusual way
From these choices, I would like to emphasize scintillating, but the matter is absolutely a question of tone and desired effect.