Winnder 

A militaristic maneuver sometimes also used in sports that results in an advantageous situation.

The optimal strategy for winning includes as many winnders as possible.

Winnder by Robo-Senpai March 27, 2019

Trumpian winner 

1. A candidate or competitor who wins on a technicality then occupies (or squanders) their tenure in a "braggadocious" attempt to prove that their triumph was a mandate by the people or by God
2. A person who has technically won a contest but is so insecure about themselves and the margin by which they won that they constantly bring up the competition, belittle their competitor, and inflate their own achievement long past the end of the contest
3. The equivalent of a sore loser, and yet they won
4. The loser of a contest who ends up winning on a technicality
5. Anyone who wins an election and models themselves after Donald Trump

That guy's a real Trumpian winner, still bragging about the election from a year ago.

Trumpian winner by Windup-Bird February 16, 2017

You're Winner! 

Phrase used in Big Rigs: Over the Road Racing. Used in Internet-speak as a sarcastic congratulation.

History:

The game was developed in Russia, and hastily released on the PC. It is one of the worst games ever made on the PC. Netjak.com gave it a 0 out of 10 in every category.

Upon completion of the race (In version 1.0 the opposing truck would never move.) and the phrase "You're Winner!" along with a mysterious 3-handled trophy appear on-screen to let you know that, you are the winner.

"I tied my shoes today!"
"Really? You're Winner!"

You're Winner! by MC Grammar March 23, 2004

Winner's Sauce 

From the pages of Viz Comic, a "special ingredient" added by a restaurant/cafe/pub chef, solely of Y-chromosome, to a dish given to a famous and/or particularly disagreeable customer, namely a restaurant critic.

Takes its name from The Sunday Times restaurant critic and sometime film director, Michael Winner. A well-known trasher of both restaurants and chefs' reputations.

"See that Michael Winner over there? He's reckoned to have ingested more Winner's Sauce than Marc Almond"

Winner's Sauce by Harbottle64 October 11, 2012

rocking chair winner 

A sports gambling term used to describe an easy winner. "Rocking chair" is used to demonstrate the ease of the win. Essentially, it's as easy as sitting in a rocking chair and rocking.

Dave: Yo Jake did you take that Alabama/Florida game?
Jake: Na, what was the spread.
Dave: Florida -10, beat em 56-24. Fucking rocking chair winner baby!

rocking chair winner by AbuserX December 16, 2008

Living the life of a lotto winner 

Enjoying all the benefits of wealth without doing any work, usually because of the generosity of parents.

She: Wow, that guy is lucky: he's unemployed and living with his parents in their mansion, his mother is a great cook, he has the use of his father's Mini Cooper, and spends most of his time swimming, playing golf, and, generally, anything that he wants to do.
He: Yeah, he's living the life of a lotto winner.

Living the life of a lotto winner by ring-tailed roarer May 30, 2009

winners restart 

Video gamers who continually restart to succeed at a level, battle, or match to avoid a losing record, or to continue ones turn without passing the controller to the next gamer in line.

Dude, what the hell? It's my turn!!!

Whatever dude, that was a winners restart. I'm just about to beat this level.

winners restart by Oso D'lyshus February 26, 2008