| 1966 Grammy winner for "If He Walked Into My Life |
| Emmy winner as Gotti |
| Grammy winner Blige |
| 2000 Best Song Oscar winner |
| Australian winner of 11 Grand Slam tournaments |
| Agent noted for Oscar night bashes |
| 'Arthur' Oscar winner John |
| 2018 Best Supporting Actor Oscar nominee Driver |
| 'Blue Sky' Oscar winner Jessica |
| Oscar for one |
| Les Misérables" Oscar winner Hathaway |
| Golden Globe winner Sedgwick |
| Actor Jannings, winner of the first Best Actor Oscar |
| Five-time Kentucky Derby winner |
| Oscar-winner Witherspoon |
| A Fish Called Wanda" Oscar winner |
| 2007 Oscar-nominated teen role for Ellen Page |
| 2005 Best Director Oscar winner Lee |
| Academy Award winner with notable eyebrows |
| Academy Award winner Jared who's playing another Joker soon, because lord knows there haven't been enough of those |
| Dallas Buyers Club" Oscar winner Jared |
| Disraeli" Oscar winner |
| Like the winner in a number-guessing contest, perhaps |
| He won an Oscar for Mitch |
| A Wimbledon winner: 1992 |
| 1966 Grammy winner Eydie |
| Oscar winner who sang in "Idiot's Delight |
| Disraeli" Oscar winner, George |
| Winners slangy boast |
| What the British Open winner brought to the potluck dinner? |