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Helmed by the noted showrunner, writer and producer Prentice Penny (Brooklyn Nine-Nine, Insecure) and infused with his comedic sensibility, the unscripted series will premiere 12 episodes in its first season. In each half-hour episode, creator and host Penny will embark on a journey to demystify what it takes to live an upscale life, exploring a variety of topics ranging from food and wine to travel and fashion. From buying a better bottle of wine to getting a custom-made suit for less than some off-the-rack options, Upscale with Prentice Penny is about offering viewers ways to live a more elevated lifestyle by unlocking a world that often feels unattainable. Penny will be joined on his journey by some famous friends including Adam Pally (The Mindy Project ) and Stephanie Beatriz (Brooklyn Nine-Nine) and will "upscale" a range of topics including travel, the workday, date night, apologies, dressing up, cooking, your sex life, gift giving, summer, home entertainment, health and fitness, and taking a day off.