Word.ws English Dictionary

winningest

/ˈwɪnɪŋɪst/

winningest adjective: most winning; most attractive. Also the superlative form of winning.

Adjective

winningest

  1. (US) Most winning; most attractive.
    • She has the winningest smile.
  2. (US) Having the most wins.
    • a list of the all-time winningest baseball coaches
    • 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

Also used as

winningest is also the superlative form of winning.

Examples of winningest in a sentence

  • [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...
  • 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...
  • 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...

Antonyms of winningest

Origin of winningest

From winning + -est.

Questions about winningest

What does winningest mean?
Winningest means most winning; most attractive.
How do you use winningest in a sentence?
[Jody Conradt] is the winningest all-time coach in women's basketball with more than 650 victories.
What part of speech is winningest?
Winningest is an adjective.
How do you pronounce winningest?
Winningest is pronounced /ˈwɪnɪŋɪst/.

Words near winningest in the dictionary

  1. winning the lottery
  2. winning through
  3. winning up
  4. winning ways
  5. winninger
  6. winningest
  7. Winningham
  8. Winninghams
  9. winningly
  10. winningness
  11. winnings

Source and license

Adapted from Wiktionary: winningest (page history and authors). Text available under the Creative Commons Attribution-ShareAlike 4.0 license. Word.ws reformatted the entry and added links. Wiktionary data of 2026-09-02.

Last updated:

Cite this entry: “winningest.” Word.ws, https://word.ws/winningest. Based on Wiktionary, CC BY-SA 4.0.