| 100% | MORGANFREEMAN | 13 | "The Bucket List" actor who is a U.S. Air Force veteran (2 wds.) |
| 72% | SUNNYANDERSON | 13 | "Cooking for Real" host who is a U.S. Air Force veteran (2 wds.) |
| 54% | BEAARTHUR | 9 | "The Golden Girls" star who was a U.S. Marine Corps Women's Reserve veteran (2 wds.) |
| 54% | BARACKOBAMA | 11 | U.S. president who has been listed on the TIME 100 a record 11 times (2 wds.) |
| 52% | TOMPOSTON | 9 | "Newhart" actor who was a regular "To Tell the Truth" panelist: 2 wds. |
| 52% | JACKBLACK | 9 | "Gulliver's Travels" actor who is a part of the American comedy rock duo Tenacious D: 2 wds. |
| 51% | ALPACINO | 8 | "Dog Day Afternoon" actor who is a Grammy away from completing the EGOT: 2 wds. |
| 50% | DREWCAREY | 9 | "The Price Is Right" host who is a U.S. Marine Corps Reserve veteran (2 wds.) |
| 50% | TIMDUNCAN | 9 | Spurs power forward for 19 years, who was a top U.S. swimmer in the 400m freestyle before shifting to basketball: 2 wds. |
| 49% | GERALDMCRANEY | 13 | Actor who won the 2017 Emmy for Outstanding Guest Actor in a Drama Series for playing the obstetrician who delivered Kevin and Kate in NBC's "This Is Us" (2 wds.) |
| 49% | BRIELARSON | 10 | Actress who plays the character of Carol Danvers, a former U.S. Air Force pilot in "Captain Marvel": 2 wds. |
| 49% | KURTRUSSELL | 11 | "The Hateful Eight" actor who is a licensed pilot: 2 wds. |
| 49% | BOBSAGET | 8 | "Fuller House" actor who was a roastee on Comedy Central Roast with John Stamos as the roast master: 2 wds. |
| 49% | JAMESFRANCO | 11 | "This Is the End" actor who is on Lohan's list of ex-lovers: 2 wds. |
| 49% | CLINTEASTWOOD | 13 | "Trouble With the Curve" actor who is a licensed pilot: 2 wds. |
| 49% | DENNISQUAID | 11 | "The Substance" actor who is a licensed pilot: 2 wds. |
| 48% | 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. |
| 48% | CARLOSVALDES | 12 | Actor who plays Cisco Ramon on "The Flash" which is a part of the Arrowverse: 2 wds. |
| 48% | JIMCARREY | 9 | "The Truman Show" actor who was a featured player on "In Living Color": 2 wds. |
| 47% | PETERFONDA | 10 | Actor who is the son of legendary actor Henry, famous for playing the villain in "Once Upon a Time in the West": 2 wds. |
| 46% | EWANMCGREGOR | 12 | Actor who plays the protagonist in "Christopher Robin" which is a fantasy film based on "Winnie-the-Pooh": 2 wds. |
| 46% | BRADLEYCOOPER | 13 | Actor who had a song from "A Star Is Born" chart on the Billboard Hot 100 in 2018: 2 wds. |
| 46% | JEFFDANIELS | 11 | Actor who won a 2013 Emmy for playing Will McAvoy, the anchor and managing editor on 37-Across: 2 wds. |
| 46% | JOHNTRAVOLTA | 12 | "Hairspray" actor who is a licensed pilot: 2 wds. |
| 46% | MORGANFREEMAN | 13 | "Invictus" actor who is a licensed pilot: 2 wds. |
| 46% | CLARKGREGG | 10 | Actor who plays the character of Phil Coulson, a S.H.I.E.L.D agent in "Captain Marvel": 2 wds. |
| 46% | HARRISONFORD | 12 | "Cowboys & Aliens" actor who is a licensed pilot: 2 wds. |
| 46% | EZRAMILLER | 10 | "The Perks of Being a Wallflower" actor, who plays The Flash in 31-Across: 2 wds. |
| 46% | JOAQUINPHOENIX | 14 | "Her" actor who is on Lohan's list of ex-lovers: 2 wds. |
| 46% | NICHOLASHOULT | 13 | Actor who plays the protagonist in "Jack the Giant Slayer," which is a fantasy film based on British fairy tales: 2 wds. |