- Season 1
Prentice Penny upscales his work day; a barista shows Prentice how to brew quality coffee at home; an interior designer revamps Prentice's office space.
Prentice learns the perks of using a travel agent, meets with a sunglasses expert, visits a specialty leather store and meets a stylist to upscale his travel wear.
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.
From ordering custom cigars to choosing the right wine, Prentice Penny finds the perfect items to give as he relearns the art of giving.
Unable to use freeway flowers and drugstore chocolates to say sorry, Prentice Penny seeks to upscale his apologies.
Prentice Penny upscales his approach to date nights with the help of an etiquette expert, a new fragrance and a nail salon tailored to men.
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.
Prentice upscales his bar with mixology equipment, his menu with local meats and cheese, and his party's lasting impression with parting gifts.
Prentice decides to upscale his cooking, from finding out the proper way to handle knives, to mixing up his flavors using different spices.
Prentice 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.
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