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| Title | Date published | ||
| Larry Krasner | 2021-08-07 | ||
| Stephen Fry | 2021-07-31 | ||
| Dr. Ellen Stofan | 2021-07-24 | ||
| Phillipa Soo | 2021-07-17 | ||
| Best of WWDTM July 2021 | 2021-07-10 | ||
| Roger Bennett | 2021-07-03 | ||
| T-Pain | 2021-06-26 | ||
| Anna Konkle | 2021-06-19 | ||
| Chris Bosh | 2021-06-12 | ||
| WWDTM Best Of: Summer Fun Edition | 2021-06-05 | ||
| Joel McHale | 2021-05-29 | ||
| Jennifer Finney Boylan | 2021-05-22 | ||
| Senator Elizabeth Warren | 2021-05-15 | ||
| Symone | 2021-05-08 | ||
| Tariq Trotter AKA Black Thought from The Roots | 2021-05-01 | ||
| André De Shields | 2021-04-24 | ||
| Michelle Zauner | 2021-04-17 | ||
| Ally Love | 2021-04-10 | ||
| Best of WWDTM April 2021 | 2021-04-03 | ||
| Kemp Powers | 2021-03-27 |