Vinny Penna Jr, Former Deputy Police Chief, Remembered at Memorial Car Show August 15, 2021 James Bairaktaris Former Westport Police Department Deputy Police Chief Vincent Penna was remembered today with a car show at the St. Ann’s Club in Norwalk. The show, organized by the Italian American Police Society, is raising funds for the Vincent Penna Memorial Scholarship Fund, which will fund the educations of local children in the community. The event was attended by hundreds of classic and exotic cars and thousands of automotive enthusiasts. Penna passed away in December at the age of 51, leaving behind his wife and teenaged sons, in addition to countless family members, friends, colleagues and fellow officers who admired his passion for his family and community. Penna was an officer with Westport for 26 years, becoming the Deputy Chief of the Department before his retirement in 2017.