| 100% | ARMAS | 5 | Two-time A.L. HR leader Tony |
| 65% | ARMAS | 5 | Two-time A.L. home run champ Tony |
| 53% | SANDYSINNED | 11 | Two-time Tony winner did a no-no |
| 52% | BIANNUALLY | 10 | Happening two times a year |
| 50% | GEHRIG | 6 | Two-time A.L. M.V.P. |
| 49% | BRET | 4 | Two-time A.L. Cy Young Award winner Saberhagen |
| 48% | TITO | 4 | Two-time A.L. Manager of the Year Francona, familiarly |
| 47% | ONEAT | 5 | Leader for a time? |
| 47% | DUAL | 4 | Two at a time |
| 47% | BEA | 3 | Arthur with two Emmys and a Tony |
| 47% | CYNTHIAERIVO | 12 | Two-time Oscar nominee who has won an Emmy, a Grammy, and a Tony (2 wds.) |
| 47% | OLIVA | 5 | Three-time A.L. batting champion Tony |
| 47% | OLIVA | 5 | Three-time A.L. batting champ Tony |
| 46% | ZSA | 3 | Times two, a Gabor |
| 46% | DOSE | 4 | Two tablets at a time, often |
| 45% | DAVIES | 6 | Two-time L.P.G.A. Championship winner Laura |
| 44% | TROUT | 5 | Mike ___, two-time A.L. M.V.P. in 2014 and 2016 |
| 44% | SERIPAK | 7 | Two-time L.P.G.A. champ born in Korea |
| 44% | TOKILL | 6 | A Time __; crime drama starring Samuel L Jackson |
| 43% | ERA | 3 | Time period that may be named for a leader |
| 42% | VANCE | 5 | Courtney B. with two Emmys and a Tony |
| 42% | KARPOV | 6 | Two time world chess champion with a style described as that of a "boa constrictor" |
| 41% | ELTON | 5 | John with five Grammys, two Oscars and a Tony |
| 41% | TBAR | 4 | Bar for towing two skiers at a time uphill |
| 41% | IVEY | 4 | Two-time Tony winner Judith |
| 41% | LUPONE | 6 | Two-time Tony winner Patti |
| 41% | PETERS | 6 | Two-time Tony winner Bernadette |
| 41% | SWOOSIE | 7 | Two-time Tony winner Kurtz |
| 41% | WAR | 3 | Two-player card game that tends to last a very long time |
| 41% | ERA | 3 | Stretch of time that may be named for a leader |