| 100% | JEFFBEZOS | 9 | Amazon founder who's the richest American, according to the Bloomberg Billionaires Index ($112 billion as of 11/1/19): 2 wds. |
| 77% | BILLGATES | 9 | Microsoft founder who's the second-richest American, according to the Bloomberg Billionaires Index ($109 billion as of 11/1/19): 2 wds. |
| 71% | WARRENBUFFETT | 13 | Berkshire Hathaway CEO who's the third-richest American, according to the Bloomberg Billionaires Index ($85 billion as of 11/1/19): 2 wds. |
| 47% | JEFFBEZOS | 9 | Amazon.com founder who's #12 on the 2013 Forbes List of Richest Americans ($27.2 billion): 2 wds, |
| 40% | BILLGATES | 9 | Microsoft cofounder who's #1 on the 2013 Forbes List of Richest Americans ($72 billion): 2 wds. |
| 37% | LARRYPAGE | 9 | Google cofounder who's #13 on the 2013 Forbes List of Richest Americans ($24.9 billion): 2 wds. |
| 37% | PAULALLEN | 9 | Microsoft cofounder who's #26 on the 2013 Forbes List of Richest Americans ($15.8 billion): 2 wds. |
| 35% | ALICEWALTON | 11 | American heiress and daughter of Walmart founder who is amongst the top ten richest women in the world: 2 wds |
| 35% | LAURENEJOBS | 11 | American businesswoman and founder of Emerson Collective who is amongst the top ten richest women in the world: 2 wds. |
| 34% | HANNAHSTORM | 11 | American female sportscaster who is the anchor of ESPN's "SportsCenter Face to Face": 2 wds. |
| 32% | CLINTEASTWOOD | 13 | American actor who has also served as the Mayor of Carmel: 2 wds. |
| 32% | RONALDREAGAN | 12 | American actor who served as the 40th President of the United States: 2 wds. |
| 32% | GEORGEMURPHY | 12 | American actor who served as the U.S. Senator from California and was also included in the Hollywood Walk of Fame: 2 wds. |
| 31% | JEFFBEZOS | 9 | Amazon founder who's been on the Time 100 list five times: 2 wds. |
| 31% | KEVINMCCARTHY | 13 | Republican congressman who served as Speaker of the House from January to October 2023: 2 wds. |
| 31% | STEVIENICKS | 11 | American singer and songwriter who became the first woman to be inducted twice into the Rock and Roll Hall of Fame: 2 wds. |
| 31% | ALECBALDWIN | 11 | "It's Complicated" actor who narrated the scientific documentaries "Journey to the Edge of the Universe" and "Frozen Planet": 2 wds. |
| 30% | STEPHENKING | 11 | American author described as the "King of Horror" with the most number of book to film adaptations: 2 wds. |
| 30% | MICHAELJORDAN | 13 | Chicago Bulls legend who according to Forbes is the highest-paid athlete of all time: 2 wds. |
| 30% | MIKEKRZYZEWSKI | 14 | College basketball coach who has won 1,129 games with the Army Black Knights and the Duke Blue Devils as of 3/20/19: 2 wds. |
| 30% | JACKIESTILES | 12 | 2016 Women's Basketball Hall of Fame inductee who was the first Division I player to score over 1,000 points in a season: 2 wds. |
| 30% | JEFFBEZOS | 9 | Founder of Amazon and Blue Origin, also currently one of the top 5 richest men in the world: 2 wds. |
| 30% | TONYBENNETT | 11 | "Rags to Riches" singer who won the 2017 Library of Congress Gershwin Prize for Popular Song: 2 wds. |
| 30% | GLADYSKNIGHT | 12 | "Midnight Train to Georgia" singer who was the Bee on season 1 of "The Masked Singer": 2 wds. |
| 30% | BILLGATES | 9 | Founder of Microsoft and currently the world's richest man: 2 wds. |
| 30% | SHELLEYFABARES | 14 | Actress and singer who's the niece of 19-Across: 2 wds. |
| 30% | PATSYCLINE | 10 | American singer (birthday today) who was the first female solo artist inducted to the Country Music Hall of Fame: 2 wds. |
| 30% | TOKYOJAPAN | 10 | Birthplace of 16-Across, who's the first Asian driver to win the Indianapolis 500: 2 wds. |
| 30% | BILLRUSSELL | 11 | American retired professional basketball player who won 11 NBA championships (highest ever) playing as a center for the Boston Celtics: 2 wds. |
| 30% | GILLIGANSISLE | 13 | According to the 1960s sitcom's theme song, "It's primitive as can be ... here on ___": 2 wds. |