Creator and host Prentice Penny embarks on a journey to demystify what it takes to live an upscale life, exploring a variety of topics ranging from food and drinks 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. S1 E1 Romance S1 E2 Cooking S1 E3 Entertaining at Home S1 E4 Health & Wellness S1 E5 D...