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
Who’s the winningest manager in the minors?
—
Tyler Kepner, New York Times, 11 June 2026
The region has long been at the heart of the country’s soccer culture, home to some of its oldest organizations, winningest teams, and most dazzling stadiums.
—Charles Usher, Midwest Living, 9 June 2026
Miranda Lambert — the winningest artist in ACM Awards history — follows with eight nominations.
—Matthew Leimkuehler, Forbes.com, 14 May 2026
The Detroit Red Wings wrap up the winningest season in NHL history by defeating Dallas 5-1.
—Assistant Sports Editor, Los Angeles Times, 14 Apr. 2026
See All Example Sentences for winningest
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Tyler Kepner, New York Times, 11 June 2026
The region has long been at the heart of the country’s soccer culture, home to some of its oldest organizations, winningest teams, and most dazzling stadiums.
—Charles Usher, Midwest Living, 9 June 2026
Miranda Lambert — the winningest artist in ACM Awards history — follows with eight nominations.
—Matthew Leimkuehler, Forbes.com, 14 May 2026
The Detroit Red Wings wrap up the winningest season in NHL history by defeating Dallas 5-1.
—Assistant Sports Editor, Los Angeles Times, 14 Apr. 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 16 Jun. 2026.
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