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Definitions

American Heritage® Dictionary of the English Language, Fourth Edition

  1. adj. Slang Less successful or losing more often than any others of its kind: "help turn around one of the network's losingest nights of the week” ( Washington Post).

Wiktionary

  1. adj. The most losing; who has lost most games, votes, etc.

Examples

  • “Farewell from Detroit, home of the Lions, "losingest" team ever in the NFL!”

    EW.com: Today's Latest Headlines

  • “But the Clippers franchise isn't even the worst on our list of America's "losingest" teams.”

    Forbes.com: News

  • “His overall record of 38-58 includes the two losingest seasons in school history.”

    Iowa - Team Notes

  • “As high-school misfit Bliss meets and all-too-quickly joins up with the losingest team on the roller derby circuit, she finds a new group of friends and a community that she finally fits into, even if it is populated by thirtysomethings Kristen Wiig (playing Maggie Mayhem, the actual stage name of Cross) and Drew Barrymore (as the always-late and accident-prone Smashley Simpson).”

    Barrymore’s “Whip It” is infectious fun » Scene-Stealers

  • “He was the losingest player of the 2000s, which he spent primarily with the Tampa Bay Rays and Baltimore Orioles, appearing in 776 losses.”

    The Washington Post: The surprising San Francisco Giants

  • “LOS ANGELES (AP) - The losingest team in pro sports history was soaked in champagne and whooping it up Wednesday night.”

    USATODAY.com

  • “It was another in a long line of lackluster games for the Kings, who have the NBA's worst record (12-47) and are on track to have their losingest season in franchise history.”

    USATODAY.com

  • ““At some level Sterling must be content being the losingest NBA owner ever,” said superagent David Falk.”

    Simon & Schuster: Bad Sports

  • “Left in limbo by a two-day storm, the losingest team in pro sports seesawed to its first championship since 1980.”

    USATODAY.com

  • “His message is all over the map, he has completely abandoned the experience argument, he's undercut his credibility and integrity by running a slimy, dishonest campaign, and his play to win over disenfranchised Hillary voters by picking Palin will, I think, prove to be one of the losingest political gambles in history.”

    Obama Camp: McCain Running "A Campaign Not Worthy Of The Office He's Seeking"

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‘losingest’ has been looked up 147 times, and is not a valid Scrabble word.