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| Title | Date published | ||
| Dame Karen Pierce | 2020-10-03 | ||
| Jonna Mendez | 2020-09-26 | ||
| Tituss Burgess | 2020-09-19 | ||
| Tyra Banks | 2020-09-12 | ||
| Kellee Edwards | 2020-09-05 | ||
| Cecily Strong | 2020-08-29 | ||
| Best of WWDTM August 2020 | 2020-08-22 | ||
| Best of WWDTM Mo Rocca Revealed | 2020-08-15 | ||
| Bryan Cranston | 2020-08-08 | ||
| Ramy Youssef | 2020-08-01 | ||
| Padma Lakshmi | 2020-07-25 | ||
| Maria Konnikova | 2020-07-18 | ||
| Bonus Podcast: Tur-Bill Tax | 2020-07-14 | ||
| Jameela Jamil | 2020-07-11 | ||
| WWDTM Quarantine Edition | 2020-07-04 | ||
| Don Cheadle | 2020-06-27 | ||
| Dan Riskin | 2020-06-20 | ||
| Ashima Shiraishi | 2020-06-13 | ||
| Sarah Cooper | 2020-06-06 | ||
| Tony Hawk and Jeff Tweedy | 2020-05-30 |