| 2000 Best Song Oscar winner |
| Agent noted for Oscar night bashes |
| 2018 Best Supporting Actor Oscar nominee Driver |
| 'Arthur' Oscar winner John |
| 'Blue Sky' Oscar winner Jessica |
| Actress Richards who was once married to Charlie Sheen, a role for which I believe she deserves an Oscar |
| 2007 Oscar-nominated teen role for Ellen Page |
| Les Misérables" Oscar winner Hathaway |
| Actor Jannings, winner of the first Best Actor Oscar |
| Like Mr. America contenders |
| A-list screenwriter (and crossword fan) who won an Oscar for "Schindler's List," Steven ___ |
| Oscar-winner Witherspoon |
| A Fish Called Wanda" Oscar winner |
| Dallas Buyers Club" Oscar winner Jared |
| Oscar for one |
| Disraeli" Oscar winner, George |
| 2005 Best Director Oscar winner Lee |
| Actress who won a Best Actress Oscar as Margaret Thatcher in "The Iron Lady": 2 wds. |
| Peace Nobelist Oscar Arias Sanchez, e.g. |
| American ___" (1999 midlife-crisis drama starring Kevin Spacey that won the Best Picture Oscar) |
| Actress whose Oscar win was rumored to be caused by Jack Palance drunkenly misreading Vanessa Redgrave's name (not true; see Snopes) |
| Disraeli" Oscar winner |
| Oscar winner who sang in "Idiot's Delight |
| ___ Blake (Oscar-winning role for Jeff Bridges) |
| A veil, rather than a mirror," per Oscar Wilde |
| Contender |
| Actor Jeremy who won a Best Actor Oscar for "Reversal of Fortune |
| Rambling Rose" Oscar nominee Laura |
| Oscar's roommate |
| Oscar winner: 1935, 1938 |