winningest

W4I1N1N1I1N1G2E1S1T1
/ˈwɪnɪŋɪst/

adjective

Most winning; most attractive.

“She has the winningest smile.”

Opposite
UncommonScrabble 14

Meanings

adjective
  1. superlativesuperlative form of winning: most winning
    1. USMost winning; most attractive.

      She has the winningest smile.

  2. UShobbiesHaving the most wins.

    a list of the all-time winningest baseball coaches

    4 more examples

    There can be little doubt that Carroll Shelby deserves the high praise he has received from many quarters. On the record he’s America’s winningest big car driver.

    1958, Charles Beaumont, William F. Nolan, editors, Omnibus of Speed: An Introduction to the World of Motor Sport, Putnam, page 183

    [Jody Conradt] is the winningest all-time coach in women's basketball with more than 650 victories.

    1996, David F. Salter, Crashing the Old Boys’ Network: The Tragedies and Triumphs of Girls and Women in Sports, Greenwood Publishing Group, →ISBN, page 83

    In just a few short years, Don Shula turned the Dolphins from a laughingstock expansion team into an NFL dynasty. He then went on to become the winningest coach in NFL history.

    2004, Walter Harvey, The Super Bowl’s Most Wanted: The Top 10 Book of Big-Game Heroes, Pigskin Zeroes, and Championship Oddities, Brassey’s, →ISBN, page 42

    [Johannes Klæbo winning six gold medals at the 2026 Winter Olympics] also extends Mr. Klæbo’s record as the winningest Winter Olympian in history with his 11th gold medal, second only to American swimmer Michael Phelps’ 23 in the entire Olympic movement.

    2026 February 21, Mark Sappenfield, “Johannes Klæbo’s journey to Olympic ‘king’: sometimes lonely, always disciplined”, in The Christian Science Monitor

Synonyms & antonyms

Opposite

Origin

Cite this entry
APA

winningest. (n.d.). In WatkinsX Dictionary. Retrieved November 3, 2026, from https://dictionary.watkinsx.com/word/winningest

MLA

“winningest.” WatkinsX Dictionary, https://dictionary.watkinsx.com/word/winningest. Accessed November 3, 2026.

Chicago

WatkinsX Dictionary, s.v. “winningest,” accessed November 3, 2026, https://dictionary.watkinsx.com/word/winningest.

Source: winningest on Wiktionary, CC BY-SA 4.0.