winningest

[win-ing-ist]

adjective

Informal.

1. winning win winning most often.

   the winningest coach in college basketball.

2. most winning or charming.

   the winningest smile in town.

Word History and Origins

Origin of winningest¹

First recorded in 1970–75; winning + -est ¹

Example Sentences

They formulated an identity, and rode it to the winningest season in their franchise’s history at 97-65.

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He’s at 295 career wins, the winningest coach in City Section history.

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The Dodgers entered their weekend series with the Angels as the winningest team in the National League.

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Kling, who lost his home in the Palisades fire, is the winningest high school tennis coach in state history, having amassed more than 1,440 victories.

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It’s difficult to imagine a world where Auriemma, the winningest coach in all of college basketball, and UConn are truly considered underdogs.

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