How to Use winningest in a Sentence

winningest

adjective
  • She's the winningest coach in the conference.
  • Haff, who is now the school's all-time winningest pitcher, was named to the third team.
    Arkansas Online, 5 June 2021
  • The winningest coach in school history was fired the next day.
    NBC News, 22 Dec. 2021
  • Gierke won his 300th career game a year ago and is the area’s all-time winningest coach.
    J.c. Carnahan, orlandosentinel.com, 3 Sep. 2020
  • Crump could be the winningest attorney in the country who still reeks of failure.
    Tyler Foggatt, The New Yorker, 15 June 2020
  • It gets lost in all that Brey’s done in his two decades as the winningest coach in program history.
    Tom Noie, The Indianapolis Star, 12 July 2020
  • Getting stopped was tough to accept for Curtis, the state’s all-time winningest coach.
    Jimmy Wigfield, al, 17 Nov. 2022
  • Together, they are tied for the winningest class in school history.
    ABC News, 23 Mar. 2026
  • The Toros went 3-1 without Ernst, the state's all-time winningest coach.
    Richard Obert, The Arizona Republic, 22 Jan. 2022
  • Navratilova, 66, is one of the winningest tennis players of all time.
    Mark Osborne, ABC News, 2 Jan. 2023
  • The Orlando area’s all-time winningest high school football coach sensed the time had come to make a change.
    J.c. Carnahan, orlandosentinel.com, 9 Dec. 2020
  • Who’s the winningest manager in the minors?
    Tyler Kepner, New York Times, 11 June 2026
  • This game features two of the NBA's top three winningest coaches.
    Tom Orsborn, San Antonio Express-News, 31 Oct. 2021
  • And nothing has been easy so far in replacing the Spartans’ all-time winningest coach.
    Chris Solari, Detroit Free Press, 7 Aug. 2020
  • And if Belichick does claim the title of winningest coach, Shula won’t be around to see it.
    Steven Wine, The Denver Post, 5 May 2020
  • Malone said the Spurs’ young players are fortunate to be coached by the league’s all-time winningest coach.
    Tom Orsborn, San Antonio Express-News, 9 Apr. 2021
  • One win this season, and Stoops ties Bryant as the winningest coach in program history.
    Kevin Scarbinsky | Special To Al.com, al, 14 Aug. 2022
  • Still, Kyle Busch is the winningest driver across all series with eight wins at Kentucky.
    Jason Hoffman, USA TODAY, 5 July 2020
  • Polk and Bertman are the two winningest coaches in the history of the SEC.
    Matt Jones, Arkansas Online, 30 May 2021
  • The Oceanside Outrigger Canoe Club is one of the winningest in the state.
    Patrick Hartley, San Diego Union-Tribune, 23 July 2022
  • But there’s no shortage of talent in the program, which hired one of the state’s winningest coaches in Danny Wallace.
    Colby Gordon, Austin American Statesman, 18 Feb. 2026
  • The fight against Miller was for sole standing as the all-time winningest fighter in UFC history.
    Nolan King, USA TODAY, 3 July 2022
  • Guy is the second-winningest coach in the indoor football game with 212 wins, passing Tim Marcum on the list last week.
    Richard Obert, The Arizona Republic, 21 May 2021
  • 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
  • Even Tom Brady, the winningest player in NFL history, has wrestled with it.
    Rustin Dodd, New York Times, 24 Feb. 2026
  • Phil Danaher, the winningest coach in Texas high school football history, retired with 490 wins.
    Charles Baggarly, Fort Worth Star-Telegram, 11 Oct. 2025
  • This game features the two winningest teams in Conference USA since the start of 2017.
    Mark Heim | [email protected], al, 18 Dec. 2020
  • North Haven’s Bob DeMayo, the state’s winningest coach, has over 900 career wins and counting.
    Shawn McFarland, courant.com, 3 May 2021
  • While his father is the eighth-winningest head coach in NFL history, Brian had to earn the seat at the end of the table the hard way.
    Nick Harris, Fort Worth Star-Telegram, 12 Sep. 2025
  • The winningest coach in Kansas’ storied basketball history always feels and acts with urgency.
    Kansas City Star, 22 Nov. 2025

Some of these examples are programmatically compiled from various online sources to illustrate current usage of the word 'winningest.' Any opinions expressed in the examples do not represent those of Merriam-Webster or its editors. Send us feedback about these examples.

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