(Almost) Reckless
(Almost) Reckless
Podcast Description
(Almost) Reckless is an original production featuring conversations with special guests, chosen from disparate industries and backgrounds, so as to highlight the prevalence of the Creative Pragmatist mindset and its deep through-line amongst those at the pinnacle of their respective fields.
Podcast Insights
Content Themes
The podcast focuses on the Creative Pragmatist mindset, exploring its manifestations across diverse industries. Episode topics include the importance of authenticity versus self-promotion, dissecting overhyped skillsets, and the concept of living a non-bifurcated life, providing practical insights applicable to various professional contexts.

(Almost) Reckless, an original CP Media production, features conversations with special guests, chosen from disparate industries and backgrounds, so as to highlight the prevailing first principles behind the pivotal, and almost reckless decisions that have led the respective individuals to the pinnacle of their corresponding fields.
A conversation with Bobbi Brown and Amy Smilovic. Bobbi is a makeup artist, entrepreneur, New York Times bestselling author, and the founder and Chief Creative Officer of Jones Road Beauty, one of the fastest-growing independent beauty brands in the country. Founded in 2020 alongside her husband Steven Plofker, Jones Road operates under 100% family ownership, with her son Cody serving as CEO. Bobbi is the author of nine bestselling guides to makeup and beauty, and most recently her first memoir, Still Bobbi: Lessons on Building a Beautiful Life. The memoir traces Bobbi’s career from her early years as a New York makeup artist through founding Bobbi Brown Cosmetics in 1991, building the brand into a billion-dollar global business under Estée Lauder, and her departure in 2016. Bobbi is also the co-owner of The George, an independent boutique hotel in Montclair, New Jersey. Throughout the episode, Amy and Bobbi reflect on the long arc of their careers – the corporate pressures of working within a brand that bears your name, the scrappy and instinctive origins of building something new, and the role of authenticity in the businesses that last.

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