Ashley Graham sits down with the incredible Arianna Huffington! You may know her name from The Huffington Post — the incredibly successful media platform she founded in 2005. Its unique style and reporting went on to win a Pulitzer prize. In addition, Arianna found great success as a political commentator and author of over 15 books. In 2016, Arianna left The Huffington Post in order to pursue a new passion — wellness. Her company Thrive Global aims to tackle burnout culture across the world...

Ashley Graham sits down with fashion icon and Harlem legend, Dapper Dan! You may know him as the Father of Logo Mania — and you’ve definitely seen his designs on artists, athletes, and runways across the world. Dap found his way into the fashion world when he was inspired to put his signature spin on looks from famous European brands. Decades after being forced to close his first shop and take business underground, Dap has returned to the mainstream, reopened his Harlem atelier, and taken his...

Ashley Graham sits down with the incredible Rosie Huntington-Whiteley! Rosie is a model, beauty enthusiast, and badass business owner. Her company Rose Inc is a wildly successful online forum that keeps visitors on the cutting edge of all things beauty. Rosie got her start as a catalogue model and jumped to the big leagues as a Victoria’s Secret Angel. After years on the catwalk, she capitalized on her platform by launching brands with companies she'd long-admired. Rosie's unique taste and...

Ashley Graham sits down with the hilarious Whitney Cummings! Whitney is a comedian, actress, writer, director, producer, show-runner, author, and most recently — host of the Good For You podcast. Her latest comedy special Can I Touch It? debuted on Netflix this summer featuring a life-sized robot clone of Cummings. In this episode, we talk about comedy, codependency and so much more. HOST: Ashley Graham GUEST: Whitney Cummings EXECUTIVE PRODUCERS: Ashley Graham, Penni Thow, Scooter...

Ashley Graham sits down with the dynamic Emily Ratajkowski! Emily aka Emrata is a badass business woman and iconic sex symbol. After Emily burst on the scene in 2013, she capitalized on her platform and began building businesses. Outside of fashion, she’s an outspoken activist who educates her followers just as much as she flexes on the Gram. In this episode, they talk about her fashion career, sex appeal, and her insane work ethic. HOST Ashley Graham  GUEST Emily...

Ashley Graham sits down with Paloma Elsesser. Paloma ia a model and style icon that got her big break when she was discovered by renowned makeup artist Pat McGrath on Instagram. After being chosen as Pat’s muse, things never slowed down. She’s covered magazines all over the world — including Vogue Arabia with yours truly. You can catch her on runways and working with brands like Glossier, Nike and Fenty Beauty. On top of it all, she’s a steadfast advocate for diversity and inclusion, body...

Ashley Graham sits down with Cindy Eckert, self-made CEO and advocate for women. Cindy is the powerhouse behind Addyi aka The Little Pink Pill — or to some, Female Viagra. In the past 10 years, Cindy has sold two pharmaceutical companies. Her most recent sale, Sprout Pharmaceuticals, went for a whopping $1 BILLION. And if that wasn’t impressive enough, Cindy and her shareholders reacquired the company two years after selling — FOR FREE! Cindy is also the creator of The Pink Ceiling aka The...

Ashley Graham sits down with the one and only, Gayle King. You know Gayle as an accomplished journalist, co-host of CBS This Morning and Editor-At-Large of O Magazine. Gayle is a Broadcasting & Cable Hall of Fame inductee and was selected as one of Time’s Most Influential People in 2019. She is undoubtedly one of TV’s most versatile personalities. You can find her delivering the news bright and early on CBS, laughing with her best friend on reruns of The Oprah Winfrey Show or conducting a...

The season finale of Pretty Big Deal wraps in a pretty major way with all-time great athlete, mother, businesswoman, and overall super human Serena Williams. Filmed live with some of her biggest fans surrounding her, Serena gives Ashley the low down on her life as a professional athlete, being a positive role model for women everywhere, and more that you never knew about her. She'll leave you with a smile on your face and even more admiration for all that she's accomplished. A 368 &...

Olympian, elite athlete, best-selling author and youth mentor Lindsey Vonn sat down with Ashley to talk training hard, rolling with the punches and loving who you are no matter what. Listen in to hear them get real on everything important, plus a few fun secrets you might not have known about Lindsey. It’ll be easy to see why she’s a Pretty Big Deal. A 368 & Pretty Big Deal Production Executive Producers: Kelsey McWilliams & Paul Leys Producers: Ava Coleman, Ann Lupo Associate...

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything) on the Anchor app. Listen as they answer some of their favorite voice messages and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

You might normally know her for making you laugh, but there's another side to Amy Schumer that Ashley uncovers on this week's episode. She gets into body positivity, her marriage, and how activism is playing a role in her life. So while comedy might be what you know her for, you'll leave this conversation with a newfound perspective on the amazing things she's accomplishing outside of it.

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything) on the Anchor app. Listen as they answer some of their favorite voice messages and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

She's breaking barriers, owning the runway, and making a difference across the world as a UNICEF ambassador, so naturally Halima Aden had a lot to talk about with Ashley Graham on this episode of Pretty Big Deal. Listen in to hear their deep conversation that will be sure to leave you with some valuable new perspectives. A 368 & Pretty Big Deal Production Executive Producers: Kelsey McWilliams & Paul Leys Producers: Ava Coleman, Ann Lupo Associate Producer: Sam...

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything) on the Anchor app. Listen as they answer some of their favorite voice messages and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

YouTuber, comedian, author, UNICEF ambassador... Lilly Singh truly is a superwoman. Listen to her and Ashley talk about how she got to where she is today (from psych degree to YouTube), how she deals with online trolls (write it out, then delete), her take on diversity in the industry (there should be more than one seat at the table), and lots more. It's a talk full of a lot of laughs, and even more important lessons. A 368 & Pretty Big Deal Production Executive Producers: Kelsey...

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything) on the Anchor app. Listen as they answer some of their favorite voice messages and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

It’s not always easy to ask questions about the unknown, but having the right intention behind them is half the battle. Listen as friends Ashley Graham and activist, journalist, and feminist Noor Tagouri sit down for an honest conversation about what it’s like to be viewed as an outsider in today’s culture and how sometimes being your own role model is all you need. It’s full of inspiration, encouragement, and will leave you with more than a few reasons to feel grateful today. A warning to...

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything). This week they’re also joined by Ashley’s best friend Rachel. Watch as they answer some of their favorite voice messages from the Anchor app and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

Actress, producer, entrepreneur, and fellow Nebraskan Gabrielle Union joins us this week for some important conversations, and of course, a glass of wine. Nothing is off the table as we dive into being comfortable in your own skin, raising kids in the age of social media, and how silence on issues can lead to even bigger problems. It’s real. It’s serious. But it's also uplifting and will leave you with lessons, inspiration, and so much more. A 368 & Pretty Big Deal Production Executive...

The Pretty Big Deal Aftershow is your chance to ask Ashley and her #1 Darsell anything (really, anything) on the Anchor app. Watch as they answer some of their favorite voice messages and give some (sometimes unsolicited) advice and words of inspiration to PBD followers from all over.

It's our first episode, and we're joined by entrepreneur, fashion muse, TV star, and social media genius Kim Kardashian West! She's here to talk beauty, body, relationships, and what happens when you mix family and business. A 368 & Pretty Big Deal Production Executive Producers: Kelsey McWilliams & Paul Leys Producers: Ava Coleman, Ann Lupo Director/Editor: Ann Lupo Appearance By: Darsell Obregon Camera Operators: Ann Lupo, Livia Coullias Blanc, Christian Chapman, Nadine Martinez,...

Join supermodel, style icon and barrier-breaking body activist Ashley Graham and trailblazing guests for intimate, off the cuff conversations about culture, beauty, business and owning who you are. With the biggest, boldest and most influential people discussing heartfelt and hilarious issues that really matter... this is a Pretty Big Deal.