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
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
But with three games left in the regular season, the franchise’s all-time winningest coach was fired, sending shockwaves around the NBA.
—Kurt Badenhausen, Sportico.com, 10 Dec. 2025
Former Oceanside/El Camino coach Herb Meyer is the section’s winningest coach with 339 victories.
—Don Norcross, San Diego Union-Tribune, 30 Nov. 2025
The winningest coach in Kansas’ storied basketball history always feels and acts with urgency.
—Kansas City Star, 22 Nov. 2025
See All Example Sentences for winningest
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Jackson Thompson, FOXNews.com, 7 Jan. 2026
But with three games left in the regular season, the franchise’s all-time winningest coach was fired, sending shockwaves around the NBA.
—Kurt Badenhausen, Sportico.com, 10 Dec. 2025
Former Oceanside/El Camino coach Herb Meyer is the section’s winningest coach with 339 victories.
—Don Norcross, San Diego Union-Tribune, 30 Nov. 2025
The winningest coach in Kansas’ storied basketball history always feels and acts with urgency.
—Kansas City Star, 22 Nov. 2025
See All Example Sentences for winningest
Cite this Entry
“Winningest.” Merriam-Webster.com Dictionary, Merriam-Webster, https://www.merriam-webster.com/dictionary/winningest. Accessed 14 Jan. 2026.
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