Wayne Winsley
American motivational speaker, author, and broadcaster
About Wayne Winsley
Born 1963. Wayne Winsley is an American radio personality and political pundit.
Wayne Winsley (born August 13, 1963, in Cleveland, Ohio) is an American motivational speaker, author, and broadcaster. He is the founder and executive director of Brave Enough To Fail Inc. a student motivational program. He was the morning news host for WSTC and WNLK in Norwalk, Stamford, and Connecticut, and the afternoon drive news anchor for WICC 600AM in Bridgeport in Fairfield County, Connecticut.
Early life and education Winsley was raised by his great-grandmother. In 1979, he moved to Stamford, Connecticut, where he lived with his mother and three other siblings. He graduated from Westhill High School in Stamford in 1982. On October 29, 2011, Winsley announced his intention to be the Republican candidate for Congress in 2012 in Connecticut's Third Congressional District. He lost to 11-term incumbent Democrat Rosa DeLauro in the general election.
Career Winsley served in the U.S. Navy and made two Western Pacific tours aboard the carrier USS Enterprise as a member of Viking Squadron 21 out of Naval Air Station North Island.
In 1989 Winsley worked as a part-time DJ at WRKI I95-FM in Danbury after submitting a demo tape to the radio station. He went from playing rock & roll on the weekends to holding a full-time shift, writing and producing commercials. Winsley was also a radio personality and news caster on WICC 600 AM, and WEBE 108 FM in Bridgeport, Connecticut.
In 1992, Winsley appeared on an episode of A&E's Comedy on the Road. Winsley then went on to produce comedy shows of his own at venues throughout Connecticut.
Winsley was the host of his own issues-oriented talk show, The Wayne Winsley Program, on WINE 940AM and WPUT 1510AM in the Danbury, Connecticut, and Brewster, New York, areas. He was known to listeners as "The Conservative Capitalist".
Wayne moved from the talk studio to the newsroom at WICC 600AM. He went from afternoon news anchor and reporter to host of the morning news show at WSTC-WNLK in the Norwalk and Stamford market.
In 2005, Winsley published his first novel, The Leprechaun Deception, a crime thriller. Since then he has written two sequels: Duplicity and Delusion.
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Important facts
People in Wayne Winsley's life
Named in this biography and alive at the same time
Contemporaries
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Frequently asked questions
Who is Wayne Winsley?
American motivational speaker, author, and broadcaster
When was Wayne Winsley born?
Wayne Winsley was born on 13 August 1963 in Cleveland.
What is Wayne Winsley's occupation?
Wayne Winsley is a radio personality and political pundit.
What nationality is Wayne Winsley?
Wayne Winsley is American.
Sources & further reading
Cite this page
APA: Biography.guide. (2026). Wayne Winsley. https://biography.guide/wayne-winsley/
MLA: "Wayne Winsley." Biography.guide, https://biography.guide/wayne-winsley/.
Chicago: "Wayne Winsley." Biography.guide. https://biography.guide/wayne-winsley/.
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