

QUESTION EVERYTHING
PRETTYSMART
Question Everything is an invitation to dig deeper, think smarter, and rewrite the rules. In thought-provoking conversations with some of today’s most dynamic voices– from entrepreneurs and authors to politicians and celebrities – journalist Danielle Robay challenges the way we think (and what we thought we knew). Each week, she and her guests hold a mirror up to our culture, asking what works for us and what we can work to change. No topic is off limits – come curious and join Danielle every Thursday as she tackles big ideas with six little words: Can I ask you a question?
Episodes
Mentioned books

Oct 26, 2023 • 1h 9min
Defining Love for Yourself + Soul Contracts: with Cleo Wade
Cleo Wade is the New York Times bestselling author of “Heart Talk.” Cleo knows we are living in a tender time. Her new book “Remember Love” offers words that she hopes will help people find light in periods of lostness and love after heartbreak. Cleo joins Danielle today for a heartfelt conversation. She shares: What it was like growing up in New Orleans and how she carried the city’s sense of mysticism into her work How her experience with postpartum depression led her to write “Remember Love” Why she thinks “soul contracts” are a great way to rethink the relationships in our lives The power of studying your own life and defining love on your own terms Why loneliness is a uniquely human experience What she’s learned from her biggest heartbreaks Why she thinks an apology is the “blessing of all blessings” How you can find out what your traumas are by exploring your belief system What does it mean to love sacredly? Follow Cleo on Instagram @CleoWade and check out her new book “Remember Love: Words for Tender Times” out now!

Oct 19, 2023 • 41min
What Does it Mean to be Tapped In to Culture? With Va$htie
Va$htie Kola is known as “downtown’s sweetheart.” What does that nickname mean? It depends on who you ask. She’s a New York-based DJ, Director, Filmmaker, Designer, Creative Consultant, DJ and style icon whose influence has been felt far and wide. She has emerged as a role model for young tastemakers.” In other words, she’s kind of like the OG influencer. And she broke barriers in 2010 when she became the first woman ever to craft a collaborative Air Jordan sneaker! Today she shares: What it was like to direct music videos for stars like Justin Bieber and Kendrick Lamar. Her initial foray into film + how she kick-started her career Seeing her first video treatment for Common air on MTV The challenges she faced as a female director in the mid-2000s Why she is a good representation of culture in this digital era + has a love for everything analog How a birthday cake led to her becoming the first woman to create a colorway for the Jordan brand Her entry into sneaker culture The tastemakers she loves Balancing life as a mom and DJ Navigating a cross-cultural relationship with her Danish husband Follow Va$htie on Instagram @Va$htie Get 15% off OneSkin with the code PRETTYSMART at https://www.oneskin.co/ #oneskinpod Get 10% off your first order sitewide with code PRETTYSMART at OSEAMalibu.com.

Oct 12, 2023 • 44min
Stop Leaning Into Titles And Embrace Delulu Dreams: with Taryn Delanie (Miss New York)
Taryn Delanie is a content creator, comedian and beauty pageant winner! She holds titles! She was crowned Miss New York 2022 and was the first runner-up in the 2022 Miss America competition. Her viral TikTok sketches as heaven’s receptionist caught the attention of millions. Today she’s sharing: How delusional confidence has served her well in life Why your dreams should only matter to you The importance of listening to your gut Her favorite and unexpected dream realized When she experienced the most joy in her life The hardest day she had in New York Where the inspo from her hilarious skits came from What she has learned about grief The biggest change in her life since becoming Miss New York Insights into beauty pageants The myth of soulmates Follow @taryndelaniesmith on Instagram and @taryntino21 on TikTok!

Oct 5, 2023 • 48min
Nourish Your Life: with Molly Baz
If you’re someone who doesn’t cook or doesn’t know how, you might think that the kitchen is the most intimidating place in the world. But today’s guest, food personality, former chef, former food editor at Bon Appétit, and NYT bestselling author Molly Baz says it doesn’t have to be. Her entire goal is to inspire a new generation to find joy in the kitchen and take pride in putting a home-cooked meal on the table. In her new cookbook “More is More,” Molly is helping us learn the foundational tools to become a better cook. Danielle + Molly discuss: The one ingredient that will change your food! Why Molly dropped the “Chef” title The unique way Molly hustled + trained to be a chef in fine dining establishments Why she chose trial by fire over a traditional education when preparing to be a chef Her pivot into the word of food media, working for Bon Appetit and Epicurious Her views on how someone can refine their palette through their mindset (and what it means to be a curious eater!) Why she worries about modern conveniences like UberEats or Postmates making the art of cooking obsolete How she learned to say “YES” versus “NO” by identifying her purpose in life The ability that sets an amateur cook from a professional one What she sees as her biggest failure Her journey to becoming a bestselling cookbook author with her 2021 book “Cook This Book” and her new release “More is More” How to build the perfect sandwich Her favorite restaurant in the world Follow Molly on Instagram @MollyBaz and grab her book here!

Sep 28, 2023 • 48min
Do We Love or Hate The Internet? with Taylor Lorenz (Washington Post + Extremely Online)
In the past 20 years, the Internet has developed a culture of its own. And one woman who has been at the forefront is Taylor Lorenz, a Tech Journalist, Content Creator, and the Author of the new book “Extremely Online: The Untold Story of Fame, Influence, and Power on the Internet.” With the distinction of being recognized as one of Fortune’s 40 Under 40 leaders in Media and Entertainment, Taylor possesses a deep understanding of how digital culture has shaped our lives. Today, she shares: Starting out as a female tech reporter (one of the ONLY ones) Online Harassment + navigating a male-dominated landscape The most impactful influencers (and how they changed culture) Predicting digital trends + platforms TikTok and her vision for the app's future evolution Addressing and dispelling a popular TikTok conspiracy theory The pivotal moment when the unique culture of the internet became evident How Tumblr (an OG social media platform) exposed her to a new community of people Dissecting the power and misconceptions surrounding influencers Unpacking the profound impact of AI-driven algorithms Her predictions about the trajectory of AI technology and what users want Her thoughts on Threads - is it here to stay? Reclaiming autonomy from the grip of social media platforms Her thoughts on the idea of content creators uniting in a collective effort Follow Taylor on Instagram @taylorlorenz and preorder her book Extremely Online, here!

Sep 21, 2023 • 1h 16min
Unleashing The Light Within You: with Elaine Welteroth
Elaine Welteroth is many things, including inspiring. She’s a New York Times Bestselling Author, Award-winning Journalist, former editor-in-chief of “Teen Vogue,” TV host, mother and wife. We dive deep into her book “More than Enough,” and today Elaine shares: What does greatness entail? How to maximize the mountain climbing phase of life Why celebrate the little wins can make all the difference Why she struggled with feeling not enough and too much Being a deep-end friend (versus a shallow end friend) Having big expectations of friendships + being let down sometimes How to tap in to your ‘zone of genius’ The importance of community and the solo journey (seasons) Her experience with the urgency on the call of her life Leaving her dream job because she was being called to pursue something else (and how she knew) Having the courage to ask for more money The scariest and smartest things she did in her career Giving herself a promotion The importance of creating boundaries from naysayers Where her most creative ideas come from More insight into one chapter in her book that she’s NEVER talked about Her light and the relationship that dimmed her big/bright aura! Recognizing when love is not love Follow Elaine on Instagram @elainewelteroth and check out her book More Than Enough!

Sep 15, 2023 • 33min
Searching for Work-Life Balance: with Physical Therapist Winnielyn Bautista (Special Drop!)
In this episode of The Head Start: Embracing the Journey, Nora dives into the ever-blurring lines between work and life. Nora has made a career of sharing moments from her life to connect with others. That makes it nearly impossible to have any sort of separation between her work and life. She speaks with guest Winnielyn Bautista about how she tries to find and set boundaries between her career and personal goals amid the constant threat of a migraine attack. Winnielyn shares her thoughts on how to navigate difficult conversations with bosses and co-workers, especially when you might not feel comfortable sharing personal details - a situation those living with Chronic Migraine know all too well.

Sep 14, 2023 • 57min
Unpacking the "Slut" Narratives of Britney, Monica, Paris, Pamela & Others with Jessica Bennett (NYT)
Jessica Bennett has spent her award-winning journalism career focusing a gender lens on social issues and culture — from the persistence of workplace inequality, to cultural trends like Playboy magazine to rebrand and the evolution of Miss America, to the ripple effects of #MeToo. She was the first-ever gender editor of The New York Times and is the author of two bestselling books, Feminist Fight Club: A Survival Manual for a Sexist Workplace (HarperCollins) and This Is 18: Girls’ Lives Through Girls’ Eyes (Abrams). She is an adjunct professor of journalism at NYU. Fun fact: She once wrote a viral piece about her Resting Bitch Face. In 2021 Jessica wrote a piece that I have been thinking about since then. It was title, Speaking of Britney … What About All Those Other Women? Monica Lewinsky. Janet Jackson. Lindsay Lohan. Whitney Houston. We are living in an era of reappraisals. It questioned if we were rethinking how we treated the the “wild" girls of the 90’s and 2000’s—Britney Spears, Paris Hilton, Pamela Anderson, Monica Lewinsky. We break it down and discuss how we are treating women in the media today and what that means for how we see ourselves and each other. Follow Jessica on Instagram here Listen to Jessica’s new podcast: inretropod.com

Aug 31, 2023 • 1h 5min
Think Rich, Act Rich, and Become Rich with Your Rich BFF, Vivian Tu
Why is talking about money more taboo than talking about our sex lives? Vivian Tu wants to break that cycle! As a former Wall Street Trader, Vivian believes everyone should talk more about personal finance. She’s everyone’s Rich BFF creator, breaking down personal finance and investing in simple, fun, and digestible content. If money and personal finance overwhelm you and don’t know where to start, Vivian’s got your back - she breaks down steps to get you started on the road to financial literacy and success. Today she shares: The biggest factor shaping our POV on money What she learned NOT to do from Chad + Brad on Wall Street Is dating with money in mind an good or bad thing to do? The people who are surprisingly bad with their money How everyone (including you!) can get rich and the resources to get started How to set yourself up for long-term success (even in a recession!) Why you need to ask for a raise every year The mistakes Vivian sees millennials make with money The shocking cost of being a woman Finances in relationships and talking about money with a (potential) partner Her perspective on splitting rent with a partner Her thoughts on women buying luxury items The one item in your bedroom you should not skimp on Follow Vivian on Instagram @your.richbff and click here to preorder her book, “Rich AF: The Winning Money Mindset That Will Change Your Life

Aug 24, 2023 • 1h 6min
The Audacity to Stand Out + Stand-Up: with Amanda Seales
Comedian + actress Amanda Seales (Insecure) is coming out with a new comedy special–one she wrote, produced, starred in and financed!! Do you know hard that is?! She joins Danielle today for an unfiltered conversation about her long career in Hollywood (the great + the challenging), Hollywood hierarchy, why people forget the entertainment business is a business, and her new unapologetically political comedy doc “In Amanda We Trust.” Today she shares: What staying the course + resilience in your career really looks + feels like. Her unfiltered thoughts on the Screen Actor’s Guild and Writers Guild Association strikes impacting Hollywood Why co-hosting The Real was her last effort to be a part of “the system” She reveals the co-star she dated on the set of Insecure Her opinion on friendships with the cast of Insecure + coworkers in general The story of financing her new standup special “In Amanda We Trust: An Unapologetically Political Comedy Doc” and why it was a game changing Being brutally honest with herself about what she can handle, and what she can’t Why the U.S is at a critical time in our political history She reflects on her miscarriage shortly after her departure from The Real and how it reframed her thinking about what to do next Her unfiltered thoughts about her social media following and what people project onto her Follow Amanda on Instagram @amandaseales and check out her comedy special “In Amanda We Trust” on August 18 exclusively at InAmandaWeTrust.com