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
Already one of the winningest stars of her generation at the Grammys, Gaga has also managed to make herself into a darling of the movie industry.
—
Hugh McIntyre, Forbes.com, 21 Jan. 2026
Alex Karaban, one of the winningest players in college basketball over his career who’s lost at Seton Hall three times, certainly had it on his mind after Saturday’s win over DePaul.
—Joe Arruda, Hartford Courant, 12 Jan. 2026
The Barracuda will have a banner-raising ceremony that night for Roy Sommer, the AHL’s all-time winningest head coach who coached Sharks minor league affiliates for 23 seasons.
—Curtis Pashelka, Mercury News, 8 Jan. 2026
Underwood became the fourth true freshman to start at quarterback for college football's winningest program last season.
—Jackson Thompson, FOXNews.com, 7 Jan. 2026
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Hugh McIntyre, Forbes.com, 21 Jan. 2026
Alex Karaban, one of the winningest players in college basketball over his career who’s lost at Seton Hall three times, certainly had it on his mind after Saturday’s win over DePaul.
—Joe Arruda, Hartford Courant, 12 Jan. 2026
The Barracuda will have a banner-raising ceremony that night for Roy Sommer, the AHL’s all-time winningest head coach who coached Sharks minor league affiliates for 23 seasons.
—Curtis Pashelka, Mercury News, 8 Jan. 2026
Underwood became the fourth true freshman to start at quarterback for college football's winningest program last season.
—Jackson Thompson, FOXNews.com, 7 Jan. 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 27 Jan. 2026.
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