(Almost) Reckless

A conversation with Dr. Laura Berman and Amy Smilovic. Dr. Berman is one of the world’s leading Grief & Relationships Therapists, an award-winning host, and a New York Times bestselling author who has written 10 books. She holds two master’s degrees and a PhD from New York University, having spent over three decades helping people achieve deeper intimacy and more fulfilling relationships. Dr. Berman’s new book, Crying Out Loud: A Path Through Grief Into a Life Reimagined, is her response to the tragic passing of her young child and is “about discovering that grief can become a doorway. That love doesn’t end. That even after the unimaginable, life can slowly expand around the pain until one day you realize you’re breathing again…”. The discussion with Amy begins with how the two attended the same high school on St. Simon’s Island, GA, and travels through Dr. Berman’s career path in the subsequent four decades touching on her expertise in sex therapy, family relationships, grief response, and much more.

A conversation with Amy Smilovic and Dirk Standen. Dirk is the Dean of the School of Fashion at the Savannah College of Art and Design. His legacy in the fashion industry, however, extends far beyond his appointment at SCAD in 2022. He ventured into fashion journalism in the early 2000s, contributing over the years to major media outlets including Vanity Fair, Vogue, GQ, and more. He became the Editor-in-chief of Style.com from 2005-2015, followed by a position as Editor-in-chief of 23 Stories from 2015-2018, and finally the founder of DS Digital in July 2019. He has been globally recognized for his contributions to the world of fashion journalism, including being inducted into the MIN Best of the Web Hall of Fame in 2012 and winning Webby’s People’s Voice awards with Style.com in 2006, ’08, ’15, and much more. The discussion covers the range of Dirk’s career, how his path was perhaps shaped by his childhood predilections, and where he sees the future of the fashion industry heading, now largely characterized by the outlook and influence of his students at SCAD.

A conversation with Amy Smilovic and Sherri McMullen. Sherri is the Founder and CEO of McMullen, the independent luxury fashion boutique she opened in Oakland in 2007 and relocated to San Francisco in 2024. Named one of the best boutiques in the country by Vogue and one of the most innovative retailers in the world by Vogue Business, McMullen has spent nearly two decades building its reputation on discovery — championing emerging designers, particularly women and creatives of color, alongside established houses like Dries Van Noten, The Row, and Tibi, which the store has carried since its early days. Before McMullen there was a business degree, a short and clarifying stint in accounting, the executive development program at Neiman Marcus in Dallas, and the launch team for Pottery Barn Kids in San Francisco — where, while building someone else's brand, Sherri began writing her own business plan on a borrowed computer. Throughout the episode, Amy and Sherri discuss the skills required to start a business versus the ones required to keep it alive, what retail math and time on the sales floor taught her that spreadsheets never could, and how a gut feeling she couldn't shake became a store. Sherri remains one of Tibi's longest-standing wholesale partners, having bought the collection for McMullen since its earliest seasons — a relationship that has spanned nearly the entire life of both businesses.

A conversation with Amy Smilovic and Frank Rizzieri. Frank is a celebrated editorial hairstylist, three-time North American Hairdresser of the Year, and the third-generation president of Rizzieri Salons, Spas, and Schools, a family beauty business his maternal grandfather founded in 1924 and that Frank has spent his career modernizing across three generations. The Rizzieri network now operates two flagship salons and spas in Moorestown and Washington Township, New Jersey, the Rizzieri Aveda School in Voorhees, employs more than 185 professionals, and serves over 150,000 clients annually. As an editorial hairstylist, his career has included long-standing runway collaborations with Tibi, Calvin Klein, Helmut Lang, and Cynthia Rowley, alongside work with celebrities including Paul McCartney and Elle Macpherson. Across his salons, schools, and franchise platform, Frank continues to actively shape the next generation of professionals in beauty. Throughout the episode, Amy and Frank reflect on more than two decades of working together - the inheritance of a family business and what it took to honor it by changing it, the moment during COVID when each of them had to redefine what they were fighting for, and the choice both made to build for agency rather than scale.

Bobbi Brown, makeup artist and entrepreneur who built Bobbi Brown Cosmetics and now runs Jones Road Beauty, reflects on career arcs and authenticity. She discusses resisting industry pressures, building products from real needs, teaching over selling, using education and video to connect, and translating scrappy, hands-on hustle into lasting brands and hospitality.

Jeffrey Saad, chef-turned-restaurateur, TV personality and author, now a Beverly Hills Estate Director. He talks about finding joy amid chaos, cooking as salvation, his daily personal constitution, the philosophy of reduction—doing less to get more—and why leadership must be human-first. Short, reflective conversations on gratitude, mindset, and choosing feelings over titles.

A conversation with Checka Propper and Amy Smilovic. Checka is the Head of Television at Color Force, the production company behind The Hunger Games franchise, American Crime Story, and Love Story — the limited series chronicling the relationship between JFK Jr. and Carolyn Bessette-Kennedy that became the most-watched limited series in FX history, accumulating over 65 million hours streamed in its first season.Throughout the conversation, Amy and Checka discuss what it actually means to build a career from curiosity rather than a plan — how a kid outside Philadelphia who struggled with learning disabilities found refuge in the patterns of television, and how that eventually became the instinct she uses to decide what stories are worth telling. They get into the adjectives Checka uses to evaluate everything from the shows she develops to the networks she develops them for, the difference between following a gut and being able to articulate why the gut is right, and what it looks like to produce one of the most culturally resonant shows of the year — its controversies included — alongside one of Hollywood's most singular creative forces. And because Amy and Checka's relationship began with a DM about personal style in the middle of a pandemic, when Checka felt like she had lost her sense of self somewhere inside a very successful career, the conversation ends where it started: with the question of who you are when the title gets stripped away, and what it takes to find your way back.

A conversation with Amy Smilovic and Liz Taylor. Liz is Ogilvy’s Global Chief Creative Officer, setting the creative vision for 120+ offices in more than 90 countries, in addition to agency networks DAVID, INGO and Grey. Under her leadership, Ogilvy has become the only agency ever to top both WARC’s Creative 100 and Effective 100 lists, alongside repeat Network of the Year accolades. Her work has also received several Emmy nominations, been featured at the Museum of Modern Art, on Billboard charts, in multiple Super Bowls, and among culture-topping lists like Fast Company’s annual World’s Most Innovative Companies and TIME Magazine’s Best Inventions. Liz is also the first-ever CCO to be top-ranked by Cannes, and the first woman to top CCO lists by The Drum and D&AD, to be named CCO at FCB, and to be appointed Global CCO at both Leo (Burnett) and Ogilvy. Throughout the conversation, Amy and Liz discuss the winding, accidental nature of her rise to the top of one of the world's most competitive industries, what it truly means to lead creative culture at scale, and why the most lasting work always lives at the intersection of commerce, craft, and genuine conviction.

A conversation with Amy Smilovic and Garance Doré. Garance is a New York Times Best-Selling Author, renowned Photographer, and illustrator. In 2007 Garance began shooting street-style photography in Paris with a uniquely creative point of view, marking a shift in the era of highly calculated editorial "street" fashion photography to one characterized by a raw, personal, and unembellished perspective, changing the course of the discipline forever. Known to many as the original fashion blogger, Garance has no doubt had a significant influence on the way street style is captured today. In 2015, Garance released her first book, Love Style Life, a NYT Best-Seller, and a narrative journey through the various creative endeavors of her career, from photography to illustration to authorship. In 2022, Garance co-founded Doré, a French skincare line rooted in modernity, simplicity, and transparency. Throughout the podcast, Amy and Garance discuss the pivotal moments of her childhood, the ups and downs of her career in the volatile industry of fashion, and that which brings her ultimate happiness today.

A conversation with Golnar Khosrowshahi and Amy Smilovic. Golnar is the Founder & CEO of Reservoir Media, an independent music company based in New York City. Founded in 2007 as a family-owned music publisher, Reservoir is the first female-founded and led publicly traded independent music company in the United States and has been twice named Publisher of the Year by The A&R Awards, and Independent Publisher of the Year at the Music Week Awards in 2020 and 2022. Their robust catalog includes historic works from legends like Miles Davis, Joni Mitchell, John Denver, Sheryl Crow, and Snoop Dogg, as well as current award-winning hits by Lady Gaga, Camila Cabello, Bruno Mars, and many more. Reservoir also hosts a roster of active writers and producers including Ali Tamposi, 2 Chainz, and Jamie Hartman, while maintaining a deeply influential position in the category of film music, owning scores by Hans Zimmer and those from The Lion King, Pirates of the Caribbean, The Dark Knight Trilogy, and more. Amy and Golnar discuss her path into the music industry and the origins of her love for the discipline, outlining how Golnar carved her successful niche in a cut-throat business, all the while remaining completely operationally independent.