There is a total of 23342 clues beginning with wi
- Winner of the 2009 Best New Artist Grammy
- Winner of the 2016 Australian and US Opens
- Winner of the 2016 Pulitzer Prize for Drama
- Winner of the 800-meter run: 1980
- Winner of the booby prize
- Winner of the Breaking News Reporting Pulitzer for 2016, briefly
- Winner of the crew race
- Winner of the Critics' Award
- Winner of the cut at cards
- Winner of the Dominican presidential election
- Winner of the first Arthur Rubinstein International Piano Competition
- Winner of the first ATP Player of the Year award
- Winner of the first Best Supporting Actor Oscar
- Winner of the first FedEx Cup
- Winner of the FIRST heavyweight title bout heard on radio
- Winner of the first International Tchaikovsky Piano Competition, 1958
- Winner of the first Nobel Prize in Physics, 1901
- Winner of the first Super Bowl
- Winner of the first three Fiesta Bowls, for short
- Winner of the first two Super Bowl MVPs
- Winner of the first World Cup: Abbr
- Winner of the first World Series (as the "Americans")
- Winner of the Four Freedoms Award
- Winner of the four tennis majors and Olympic 8-Down
- Winner of the fourth season of "American Idol"
- Winner of the gold eg
- Winner of the Grammy for Best Hard Rock Performance in 2010
- Winner of the inaugural College Football Playoff
- Winner of the inaugural Václav Havel Prize for Creative Dissent (2012)
- Winner of the longest-ever Wimbledon match at 11 hours, 5 minutes
- Winner of the lowest-scoring Super Bowl in NFL history (16 total points)
- Winner of the Mark Twain Prize for American Humor in 2014
- Winner of the Masters Tournament
- Winner of the Masters
- Winner of the most 2016 Olympic medals
- Winner of the most French Open singles titles
- Winner of the most Grand Slam singles titles in the Open Era
- Winner of the most medals at the 2018 Winter Olympics: Abbr
- Winner of the most Women's World Cups
- Winner of the Nobel Prize for literature, 1951
- Winner of the Pan-American Open, 1953
- Winner of the Peloponnesian War
- Winner of the podrace in "Star Wars
- Winner of the popular vote in 1876
- Winner of the school cap
- Winner of the Thrilla in Manila
- Winner of the Tony for Best Musical in 2016
- Winner of the Triple Crown of Acting (Oscar, Tony and Emmy)
- Winner of the wager in 17-/56-Across, depending on how you fill the circled squares in this puzzle
- Winner of three consecutive Emmys for "Mission: Impossible"
- Winner of three consecutive French Opens
- Winner of three consecutive NFL MVP awards in the 1990s
- Winner of three drama Pulitzers
- Winner of three Governor General's Literary Awards
- Winner of three Grammys for gospel music
- Winner of three Grammys in 1984
- Winner of three Grand Slam events
- Winner of three Masters
- Winner of three of 2000's four majors
- Winner of three Oscars in 2013
- Winner of three Pulitzer Prizes for Drama
- Winner of three Tonys
- Winner of three Wimbledons
- Winner of TV awards
- Winner of two 1991 Emmys
- Winner of two Best Director Oscars
- Winner of two consecutive Best Actor Oscars
- Winner of two Emmys as Denny Crane
- Winner of two Grammys and a Nobel Peace Prize
- Winner of two legs of the Triple Crown in 1972
- Winner of two Oscars and two Tonys
- Winner of two Oscars
- Winner of two Triple Crowns
- Winner of two US, three French, and four Australian Opens
- Winner of Wimbledon five consecutive times between Ashe and McEnroe
- Winner of Wimbledon for five consecutive years
- Winner of Worst Actress Razzies in 1982 and 1983
- Winner on court
- Winner on eBay
- Winner on Whirlaway
- Winner over AES
- Winner over AES
- Winner over Alexander in 1804
- Winner over BMG: 1964
- Winner over Blaine (1884) and Harrison (1892)
- Winner over Citation, holder of world's record 1½ miles in 1:58 1/5
- Winner over Ford: 1976
- Winner over Foreman in Zaire
- Winner over GSM
- Winner over NYY in the 2001 World Series
- Winner over Ohio State in 1935's so-called "Game of the Century"
- Winner over Petrosian in 1969
- Winner over Schmeling in 1938
- Winner over Shriver
- Winner over TED
- Winner over TED: 1948
- Winner over the Patriots in Super Bowl XXXI
- Winner over Tilden
- Winner s winning
- Winner sold pencils to get to Olympics, tabloid-style