|Officer Cackowski is a police officer who is often called in to investigate various shenanigans that take place at Greendale Community College. He is partners with Officer Hancock and appears to be close friends with the drama professor, Professor Sean Garrity. He has a wry and jaded disposition and is unsurprised at the ridiculous nature of the types of "crimes" he is called on to investigate. His first actual appearance was moonlighting as a Greendale campus security guard in the Season One episode "The Politics of Human Sexuality". His first appearance as a police officer was in "The Science of Illusion". He is portrayed by Craig Cackowski.|
In the study group's first year at school, Cackowski was moonlighting as a security guard at Greendale. One night he caught Annie, Shirley and Britta who were trying to break into Dean Pelton's office to get a good look at an anatomically correct mannequin that was in there for the STD Fair. He held them there for interrogation by Dean and Gail the student counselor. Gail hoped to diffuse the awkwardness of the situation by having everyone say the word "penis". Cackowski quickly pointed out that Annie didn't say it and she refused stating she was comfortable being a prude. After she finished her speech, Cackowski didn't bother trying to stop her when she marched out of the office ("The Politics of Human Sexuality").
He was next seen on campus in his actual job as a police officer alongside his partner Officer Hancock. They were investigating what appeared to be a bizarre April Fool's joke on campus involving a cadaver being flung from the second story of the science lab. Hancock and Cackowski assured Dean Pelton that the incident wouldn't affect the school's reputation which was already bad. They were interrupted by the arrival of a campus patrol cart that was driven by volunteer student security guards Annie Edison and Shirley Bennett. They marched up to the two officers and after introducing themselves tried to claim jurisdiction. Amused by their antics, Cackowski and his partner allowed them to take over the investigation since it was only a misdemeanor crime ("The Science of Illusion").
On Greendale's Family Day event he was called in to deal with the aftermath of a physical altercation between Ben Chang and Pierce Hawthorne over a simple misunderstanding of a Pictionary clue. Once the interviews were over, Pierce's Pictionary partners Jeff and his former step daughter Amber claimed they were going to get some coffee. Pierce questioned if "coffee" was a code word for sex which they vehemently denied. A skeptical Cackowski then chimed in and asked if that was truly the case ("Basic Genealogy").
During the study group's second year together at Greendale, Cackowski's returned to deal with a mysterious Halloween party in the library ("Epidemiology"). He is later asked by his friend Professor Sean Garrity to help teach Dean Pelton, Jeff and Annie a lesson on the proper use of prop guns ("Conspiracy Theories and Interior Design").
In the study group's third year at school he is called to Troy and Abed's apartment for a breaking and entering incident there which saw Abed's prize special edition "Dark Knight' DVD having been stolen ("Foosball and Nocturnal Vigilantism"). Towards the end of the school year he retuns to the apartment with Abed who, along with the rest of the study group, had been expelled from Greendale and had been trespassing on school grounds ("Curriculum Unavailable"). He is called again to the apartment when the study group tries to convince him that Ben Chang had replaced Dean Pelton with an imposter. He is unbelieving of their claims and warns them to stay away from the school ("First Chang Dynasty").
Officer Cackowski is slated to appear in an episode of Season Six.