Watch on YouTube TV

Upscale With Prentice Penny

Watch live TV from 60+ networks
Free unlimited cloud DVR storage space
6 accounts per household included
$40/month.
Cancel anytime.
Try it free
Because he grew up in a middle-class family, Prentice Penny believed a high-end lifestyle required a high-end bank account. Not so, says the showrunner, writer and producer ("Brooklyn Nine-Nine," "Insecure"), and he demonstrates how in this unscripted lifestyle/comedy series. Penny says an elevated standard of living can come at every price point, and cost and quality aren't mutually exclusive. In each half-hour episode, he explores topics ranging from food and sex to travel and health and fitness, looking for the keys to a more elevated lifestyle by unlocking a world that often seems unattainable.
Prentice Penny

Latest episodes

VOD available
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.
VOD available
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.
VOD available
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.
VOD available
Prentice Penny 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.
VOD available
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.
VOD available
Prentice meets with a hatter, a tailor, a cobber and a facialist to upscale the way he dresses up.
VOD available
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.
VOD available
From ordering custom cigars to choosing the right wine, Prentice Penny finds the perfect items to give as he relearns the art of giving.
VOD available
Unable to use freeway flowers and drugstore chocolates to say sorry, Prentice Penny seeks to upscale his apologies.
VOD available
Prentice upscales his bar with mixology equipment, his menu with local meats and cheese, and his party's lasting impression with parting gifts.
VOD available
Prentice decides to upscale his cooking, from finding out the proper way to handle knives, to mixing up his flavors using different spices.
VOD available
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.
aired 733 days ago
Because he grew up in a middle-class family, Prentice Penny believed a high-end lifestyle required a high-end bank account. Not so, says the showrunner, writer and producer ("Brooklyn Nine-Nine," "Insecure"), and he demonstrates how in this unscripted lifestyle/comedy series. Penny says an elevated standard of living can come at every price point, and cost and quality aren't mutually exclusive. In each half-hour episode, he explores topics ranging from food and sex to travel and health and fitness, looking for the keys to a more elevated lifestyle by unlocking a world that often seems unattainable.