winningest
adjective
win·ning·est
ˈwi-niŋ-əst 
: having achieved the most wins
the winningest coach in football
Examples of winningest in a Sentence
She's the winningest coach in the conference.
the winningest team in our school's history
Recent Examples on the Web
Together, they are tied for the winningest class in school history.
—
ABC News, 23 Mar. 2026
The winningest player in UConn history, already in the Huskies of Honor, was named one of five finalists for the Karl Malone Power Forward of the Year Award on Thursday by the Naismith Hall of Fame.
—Joe Arruda, Hartford Courant, 12 Mar. 2026
Events leading up to the Los Angeles Football Club’s participation during last summer’s FIFA Club World Cup began with a protest by the winningest team in Costa Rican soccer, Liga Deportiva Alajuelense.
—Josh Gross, Daily News, 10 Mar. 2026
Even Tom Brady, the winningest player in NFL history, has wrestled with it.
—Rustin Dodd, New York Times, 24 Feb. 2026
See All Example Sentences for winningest
Examples are automatically compiled from online sources to
show current usage.
Read More
Opinions expressed in the examples do not represent those of Merriam-Webster or its editors.
Send us feedback.
ABC News, 23 Mar. 2026
The winningest player in UConn history, already in the Huskies of Honor, was named one of five finalists for the Karl Malone Power Forward of the Year Award on Thursday by the Naismith Hall of Fame.
—Joe Arruda, Hartford Courant, 12 Mar. 2026
Events leading up to the Los Angeles Football Club’s participation during last summer’s FIFA Club World Cup began with a protest by the winningest team in Costa Rican soccer, Liga Deportiva Alajuelense.
—Josh Gross, Daily News, 10 Mar. 2026
Even Tom Brady, the winningest player in NFL history, has wrestled with it.
—Rustin Dodd, New York Times, 24 Feb. 2026
See All Example Sentences for winningest
Cite this Entry
“Winningest.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/winningest. Accessed 30 Mar. 2026.
Copy CitationLove words? Need even more definitions?
Merriam-Webster unabridged
