Jimmy Fallon and Bozoma Saint John discuss teaming up for their new reality competition show ‘On Brand,’ where everyday people try to become the next big thing in marketing. Also, the story of a grandson who took his grandmother on a viral vacation that has hearts melting across social media. Plus, Neil Patrick Harris and David Burtka mix up cocktails from their new book Both Sides of the Glass: Paired Cocktails and Mocktails to Toast Any Taste.

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Justin Sylvester shares the latest pop culture scoop, including Jennifer Lopez opening up about her divorce and more. Also, Jane Krakowski chats about hosting “Name That Tune” and stepping into the role of Mary Todd Lincoln in “Oh, Mary!” And, Kate McKinnon joins Jane Krakowski for a game of “Spy the Lie.”

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Andy Cohen joins the duo to celebrate his 10-year anniversary of the Radio Andy Channel on Sirius XM and continues the fun for a special edition of 'Plead the Fifth.' Also, double board-certified doctor and nutrition expert Amy Shah discusses a new plan to feel re-energized in less than a week. Plus, Snapchat's global head of fashion and beauty Rajni Jacques shares some looks that are cozy and chic for the fall. And, 'Buckeye' author Patrick Ryan stops by to talk about his book and recent 'Read With Jenna' book club pick.

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