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| Title | Date published | ||
| Ilana Glazer | 2021-10-09 | ||
| RZA | 2021-10-02 | ||
| Bowen Yang | 2021-09-25 | ||
| Yamiche Alcindor | 2021-09-18 | ||
| Antoni Porowski | 2021-09-11 | ||
| Martin Short | 2021-09-04 | ||
| Jane Kaczmarek | 2021-08-28 | ||
| Best of WWDTM Summertime 2 | 2021-08-21 | ||
| Best of WWDTM Summertime 1 | 2021-08-14 | ||
| 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 |