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| Episode | Episode Name | Air Date | | 1 | Amber Riley | Mon Mar 30, 2020 | | 2 | Jeanine Mason | Mon Apr 06, 2020 | | 3 | Greg Proops 5 | Mon Apr 13, 2020 | | 4 | Charles Esten 3 | Mon Apr 20, 2020 | | 5 | Chris De'Sean Lee | Mon Apr 27, 2020 | | 6 | Candice Patton 2 | Mon May 04, 2020 | | 7 | Cedric the Entertainer 2 | Mon May 11, 2020 | | 8 | Jonathan Mangum 6 | Mon Jun 22, 2020 | | 9 | Greg Proops 3 | Mon Jun 29, 2020 | | 10 | Ricki Lake | Mon Jul 06, 2020 | | 11 | Gary Anthony Williams 5 | Mon Jul 13, 2020 | | 12 | Gary Anthony Williams 6 | Mon Jul 20, 2020 | | 13 | Greg Proops 4 | Mon Jul 27, 2020 | | 14 | Adam Rippon 2 | Mon Aug 24, 2020 | | 15 | Brad Sherwood 4 | Mon Aug 31, 2020 | | 16 | Jeff Davis 10 | Mon Oct 05, 2020 | | 17 | Jeff Davis 11 | Mon Oct 12, 2020 | | 18 | Charles Esten 4 | Mon Oct 19, 2020 | | 19 | Jeff Davis 12 | Mon Oct 26, 2020 | | 20 | Jonathan Mangum 8 | Mon Nov 16, 2020 |
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