Chackowicz received a Harvey Award nomination for work on Dennis Eichhorn's Real Stuff before becoming an Internet sensation. He was a regular on CBC Radio One's comedy program WireTap throughout the length of its run from 2004 to 2015. His character was a child in a man's body. Chackowicz plays drums for two long-lived Montreal-based bands: The American Devices (1980) and Nutsak (1996). Chackowicz has written restaurant reviews for the Hour and for enRoute magazine. He lives and draws in Park Ex, Montreal.