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

Together, they are tied for the winningest class in school history. — ABC News, 23 Mar. 2026

Who’s the winningest manager in the minors? — Tyler Kepner, New York Times, 11 June 2026

The Huskies’ all-time winningest player concluded his college career with a third trip to the championship game in four years. — Joe Arruda, Hartford Courant, 19 Apr. 2026

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

Word History

First Known Use

1972, in the meaning defined above