Crackotage
From Homestar Runner Wiki
Crackotage is a member of The Cheat Commandos. He is a jet pilot (he's that guy that flies that plane) and possibly a master locksmith. He saved Gunhaver, Silent Rip, Fightgar, and Firebert from exhaustion when they were in the secret desert by dropping Cheat Commandos...O's from his plane.
He speaks in rhyming couplets (all ending with a "Hee hee ha ha"), in what is almost certainly a parody of Roadblock from the cartoon version of G.I. Joe (which "Cheat Commandos" is a parody of), who also did this. It's worth noting, however, that rather than actually sounding a lot like Roadblock, Crackotage's voice is very similar to that of Jazz from "Transformers" (voiced by Scatman Crothers), who didn't speak in rhyme, yet this too seems intentional, given the label on his toy packaging, "listens to jazz". Another "Transformers" reference could be how his airplane resembles Starscream.
