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12 Episodes 2017 - 2017
Episode 1
Tue, Mar 21, 201724 mins
In the premiere episode, Prentice Penny seeks to upscale his love life. With a little help from New Edition's Johnny Gill, he learns the importance of setting the mood through bed sheets, sleepwear, candles, and champagne.

Episode 2
Tue, Mar 28, 201724 mins
In this episode, Prentice decides to upscale the way he cooks. He learns about the basics of cookware, the proper way to handle knives, how to mix up the flavor using different spices, and easy techniques to plate food for guests.
Episode 3
Tue, Apr 4, 201724 mins
Prentice starts by up-scaling his bar with mixology equipment and then heads to the local meats and cheese shop to improve the menu. The sound system is next, followed by the discovery that parting gifts might be the way to go.
Episode 4
Tue, Apr 11, 201724 mins
Prentice upscales his approach to health and wellness. From learning about juicing to trying out acupuncture to working with a trainer, Prentice discovers that fitness includes working out the mind, body, and soul.
Episode 5
Tue, Apr 18, 201724 mins
Inspired by his grandfather's classic style, Prentice Penny decides to upscale the way he dresses up. Prentice meets with a hatter, a tailor, a cobbler, and finally a facialist, who completes the head to toe transformation.
Episode 6
Tue, Apr 25, 201724 mins
Like many others, Prentice Penny is guilty of falling into a comfortable routine in his marriage - so he upscales his approach to date nights with the help of an etiquette expert, a new fragrance and a nail salon tailored to men.
Episode 7
Tue, May 2, 201724 mins
Freeway flowers and drugstore chocolates used to be the way Prentice said sorry, but not anymore. He visits a flower market, a therapist, and a local chocolatier (featuring special guest Stephanie Beatriz) to upscale his apologies.
Episode 8
Tue, May 9, 201724 mins
Prentice Penny relearns the art of gift giving. From ordering custom cigars and choosing the right wines, to learning the best way to wrap gifts, Prentice finds the perfect items to give to special people in his life.
Episode 9
Tue, Apr 11, 201724 mins
Prentice Penny takes a day off but doesn't want to waste it. He meets with an event planner for tips on how to spend a day off properly, learns new ways to shop at a vintage store, pampers himself at the spa, and visits a local art gallery.
Episode 10
Tue, May 23, 201724 mins
Prentice Penny upscales the way he does summer cookouts. He visits a local butcher shop, discovers proper grilling techniques, finds out what beers pair well at a brewery, and whips up his own batch of ice cream.
Episode 11
Tue, May 30, 201724 mins
Prentice learns the perks of booking with a travel agent, meets with experts at a local sunglasses shop, visits a specialty leather store to spruce up his luggage, and meets a stylist who shows him comfortable, yet fashionable travel wear.
Episode 12
Tue, Jun 6, 201724 mins
Prentice Penny upscales his work day. Baristas show Prentice how to brew quality coffee at home, a cheese shop owner teaches him ways to improve a boring turkey sandwich, and an interior designer revamps Prentice's office space.