When Greg Heffley finds out that there are openings in the school's Safety Patrol, he and Rowley Jefferson go down to Mr. Winsky's office, where he hands them their belts and badges on the spot. He informs them of their assignment, which is to walk some kindergartners from the elementary school home in the middle of the day.
Weeks later, when Rowley is mistakenly blamed for terrorizing kindergartners, Mr. Winsky calls him down to his office and yells at him for ten minutes. He suspends him from patrols for a week and accompanies him to the kindergarten to apologize to the kids. After finding out that it was actually Greg who chased the kindergartners, he kicks him out of safety patrols and reinstates Rowley, who is also promoted to captain for 'exhibiting dignity under false suspicion'.
In the book, he has a white shirt with a black sweater over it, white trousers and black shoes. Mr. Winsky wears glasses and has a similar hairstyle to Frank Heffley. In the Online, he keeps a similar appearance, only that he has a black moustache and curly black hair.