| ARIANNA | With 61-Across, Athens-born commentator who was a 2003 candidate and later went on to found a noted online news site |
| WALMART | J.C. Penney once provided merchandising tips at one of his stores to a young man named Sam; Sam went on to found this, the world's largest company |
| DRAVID | RCB's first captain and icon player for 2008, he later went on to captain the Rajasthan Royals |
| CLAPTON | Musician who signed with the Yardbirds in 1963, formed Cream in 1966 and later went solo with songs such as Wonderful Tonight and Tears in Heaven (7) |
| PETERUEBERROTH | This 2003 candidate was Time Magazine's Man of the Year in 1984 for organizing the Summer Olympics in Los Angeles |
| GIANNIS | Athens-born basketball player Antetokounmpo |
| ROLLS | Who formed a partnership with Henry Royce in 1904 to found a prestige car company? (5) |
| ALANSMITH | Sky Sports co-commentator who was a striker at Leicester City and Arsenal |
| CASTLE | Andrew, TV tennis commentator who was a Strictly contestant in 2008 (6) |
| BARNUM | P.T., American showman who joined his rival James Bailey in 1881 to found a famous circus (6) |
| BAADASSSSS | ____! was a 2003 biographical film written, directed, produced by and starring Mario Van Peebles |
| SEABISCUIT | Sports film that was a 2003 Best Picture nominee |
| ALBERT | He later went off key in (6) |
| KAFER | Former Wallabies utility back and Fox Sports commentator who was appointed to Australian rugby high-performance role in 2017 (5) |
| KELLNER | Peter ___, English journalist and political commentator who was President of YouGov from 2007 to 2016 |
| BRENTMUSBURGER | Sports commentator who was one the members of The NFL Today and is known for coining the phrase March Madness: 2 wds. |
| PETERALLISS | English professional golfer and commentator who was inducted into the World Golf Hall of Fame in 2012 (5,6) |
| APPLYING | Standing as a candidate and devoting oneself to a pursuit (8) |
| ERICKARROS | Fox commentator who was the 1992 N.L. Rookie of the Year |
| OSULLEVAN | BC horse racing commentator who was known as the "Voice of Racing" (5,9) |
