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
Earlier in the day, Team Penske announced its winningest driver in IndyCar history, Will Power, would be departing.
—
Bruce Martin, Forbes.com, 3 Sep. 2025
Head coach Jerry Schmitt begins his 21st season, ranking among the winningest active FCS coaches.
—Kilty Cleary, MSNBC Newsweek, 30 Aug. 2025
UConn’s all-time winningest player and a two-time national champion, Samson Johnson signed with the Eastern Conference champion Indiana Pacers shortly after the NBA Draft concluded on Thursday night.
—Joe Arruda, Hartford Courant, 27 June 2025
Kiernan is the state’s all-time winningest girls coach with 900 victories.
—Dan Albano, Oc Register, 20 June 2025
See All Example Sentences for winningest
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Bruce Martin, Forbes.com, 3 Sep. 2025
Head coach Jerry Schmitt begins his 21st season, ranking among the winningest active FCS coaches.
—Kilty Cleary, MSNBC Newsweek, 30 Aug. 2025
UConn’s all-time winningest player and a two-time national champion, Samson Johnson signed with the Eastern Conference champion Indiana Pacers shortly after the NBA Draft concluded on Thursday night.
—Joe Arruda, Hartford Courant, 27 June 2025
Kiernan is the state’s all-time winningest girls coach with 900 victories.
—Dan Albano, Oc Register, 20 June 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 16 Sep. 2025.
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