| SEDUCTION | Act of winning the love of someone |
| COURTED | Attempted to gain the love of someone; wooed. (7) |
| RICH | Many people dream of winning the lottery, but if you're willing to work hard, there are lots of other ways to become ___ |
| SWAHN | Identify this family that holds the record of winning the most medals in Olympic history for a father and son duo? (5) |
| SLIM | Like your chances of winning the lottery |
| LONGSHOT | Has it little chance of winning the photographic competition? |
| ENNEAD | The Supreme Court, eg, although that's not in the Constitution and maybe someone solving this is thinking of winning the presidency in 2020 and doing some court-packing |
| KAZUOISHIGURO | Japanese-born British novelist whose novels include the Booker-prize-winning The Remains of the Day |
| CHICAGOCUBS | This team finally broke the 71-year-old Curse of the Billy Goat by winning the 2016 National League Pennant |
| IRISMURDOCH | English author of novels including the Booker Prize-winning The Sea, the Sea (1978) |
| EDITHWHARTON | US author of novels including the Pulitzer Prize-winning The Age of Innocence (1920) (5,7) |
| COLDCOMFORT | Winning the consolation prize of a trip to the North Pole? |
| HALLOFMIRRORS | Rocky Horror film's winning the French over in the silver screens of Versailles (4,2,7) |
| INDURAIN | Miguel ___ retired Spanish road racing cyclist who holds the record for winning the most number of consecutive Tours de France races (five times) |
| STEINBECK | John ---, 20th Century US writer whose novels include the Pulitzer Prize-winning The Grapes Of Wrath (9) |
| NEALEFRASER | The last man to have completed the triple crown, i.e. winning the singles, doubles and mixed doubles titles at a Grand Slam tournament |
| JAMAICA | Country whose athletes swept the podium, winning the gold, silver and bronze medals in the women's 100m sprint event |
| WALKER | US author of novels including the Pulitzer Prize-winning The Color Purple (1982) (5,6) |
| ALICE | US author of novels including the Pulitzer Prize-winning The Color Purple (1982) (5,6) |
| TROY | First name of an Aussie who raced for seven different manufacturers in WSB, winning the title for two of them. (4) |