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

Risper was previously the coach at Westside in Macon from 2009 to 2025 and left as Bibb County Schools winningest coach since integration. — Caitlyn Stroh-Page, AJC.com, 30 Sep. 2026

Megan Fudge, the winningest player in APP tour history, teamed with Kara Wheatley to claim the bronze. — Todd Boss, Forbes.com, 18 Aug. 2026

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

The region has long been at the heart of the country’s soccer culture, home to some of its oldest organizations, winningest teams, and most dazzling stadiums. — Charles Usher, Midwest Living, 9 June 2026

Word History

First Known Use

1972, in the meaning defined above