

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

Aug 21, 2025 • 55min
How To Stay Hopeful in a World on Fire: Mandana Dayani
When the world feels like it’s burning, some people retreat. Mandana Dayani builds. In this episode, Danielle sits down with the powerhouse behind I Am A Voter and Archewell, attorney, entrepreneur, and activist Mandana Dayani—a woman whose story spans war zones, boardrooms, and the front lines of cultural change. From escaping post-revolution Iran to advising the White House, launching viral civic movements, and leading Prince Harry and Meghan Markle’s media and philanthropic company Archwell, Mandana shares the moments that shaped her and the values that keep her grounded, outspoken, and unshakably hopeful. Mandana shares: The childhood escape from Iran that shaped everything The guilt that became her fuel Why she left a “perfect” persona behind to tell the truth What it really took to launch I Am A Voter + why she’ll never stop The heartbreak of October 7th and what it revealed about her community How she built Our Campus United and The OCU Chronicle in response to rising antisemitism Why integrity is her personal compass and the question she asks herself every night Her experience working with Meghan & Harry—and what storytelling means at scale The power of reinvention, especially when you're already at the top And why she believes optimism isn’t naive—it’s necessary Follow Mandana on Instagram @mandanadayaniBook Recommendation: The Way of Integrity by Martha Beck. Learn more about her work at www.mandanadayani.com

Aug 7, 2025 • 38min
The Raw Truth About Marriage, Motherhood + Wanting More: Valeria Lipovetsky
What happens after you build the life you always wanted? In Part 2 of this intimate conversation, Valeria Lipovetsky returns to open up about the messy, beautiful middle—marriage, motherhood, sex, ambition, and what it really takes to grow with your partner over time. She shares the honest truth behind her 12-year relationship, how becoming a mother in her early 20s shaped (and tested) her identity, and the quiet decisions that helped her rediscover herself—without blowing up her life. Valeria reveals: Why her marriage nearly broke under the weight of early parenting The new season she’s entering with her husband—and what changed Her personal “renaissance” and what it means to prioritize connection again Why she believes motherhood is the ultimate mirror The surprising (and hilarious) truth about sex after kids What she’s learned about boundaries, ambition, and giving yourself the big piece of chicken How she protects her peace while living a public life Plus, Danielle opens up about freezing her eggs, feeling like time is running out, and how a list of 1,000 questions (and a stranger's offhand comment) changed her life. This is part two of a two-part series. If you missed Part 1, go back and listen! Follow Valeria on Instagram @valerialipovetsky Book rec: A New Earth by Eckhart Tolle Grab the QUESTION EVERYTHING card game (updated edition)

Jul 31, 2025 • 42min
The Pressure to Be Everything: How Valeria Lipovetsky Created a Life That’s Fully Her
What does it take to build a life and career that’s fully, unapologetically yours? In this episode (part 1 of 2), Danielle sits down with entrepreneur and creator Valeria Lipovetsky for a conversation that’s less of an interview, and more of a mirror. They toss out the question cards, ditch the formal intros, and dive straight into the good stuff: ambition, motherhood, marriage, sex, social media, fertility, and the surprising superpower of asking better questions. Valeria shares: Why she never went to therapy—and what finally changed her mind The single moment that cracked open her authenticity Her unexpected (and poetic) obsession with secondhand shoes The timeline pressures no one tells women about—and what helped her reclaim her own The hardest season in her marriage—and how they’re finding their renaissance now Why her son taught her more about self-confidence than any book ever could Her honest take on growing a massive following while still feeling like she’s figuring it out The rules she broke to build a multi-million dollar business—and the one phrase that still haunts her from childhood This is part one of a two-part conversation—come back next week for even more. Follow Valeria on Instagram @valerialipovetsky Book rec: A New Earth by Eckhart Tolle Grab the QUESTION EVERYTHING card game (updated edition)

Jul 24, 2025 • 48min
What Mount Everest Taught Her About Failure, Fear, and Finding Her Voice: Alison Levine
What does it take to lead the first American women’s Everest expedition, survive a near-fatal heart condition, and keep climbing into your 50s? For mountaineer, author, and speaker Alison Levine it all comes down to one thing: putting one foot in front of the other, even when you’re terrified. Alison joins Danielle to talk about the summit attempt that made her the butt of a late-night punchline—and the second attempt that helped her rewrite what success really means. In this episode, she shares how a childhood marked by isolation, medical setbacks, and grit shaped her into one of the most inspiring leaders on and off the mountain. Alison shares: How being born with a hole in her heart shaped her risk tolerance The story behind the first American Women’s Everest Expedition—and why they had to turn around 270 feet from the top What it felt like to fail so publicly—and what she learned when she finally reached the summit 8 years later The mantra that replaced “go big or go home” Why fear can be your best asset Her surprising leadership advice (hint: ego isn't the enemy) The unspoken voice every woman battles—and how to train it to speak differently Why the strongest teams honor each other’s limits What she learned dragging a 150-pound sled across Antarctica Why she just left her successful speaking career to write a one-woman show—and what’s at stake How being “the smallest one on the team” became her greatest asset The quote from Pitbull that reframed how she views failure Book rec: Man’s Search for Meaning by Viktor Frankl Follow Alison on Instagram here.

Jul 17, 2025 • 1h 35min
Scooter Braun: “I Let It Burn”
Scooter Braun, a former music manager turned entrepreneur and investor, shares his transformative journey through 23 years at the top of the music industry. He reveals the vivid dream that prompted his walk away, discussing the real stories behind stars like Justin Bieber and Taylor Swift. Scooter candidly addresses the pressures of fame, his darkest moments, and how his divorce catalyzed personal growth. He also explores the future of music in a TikTok-driven world and offers insights into what it truly takes to spot talent.

Jul 10, 2025 • 56min
She Designed for Billionaires But Her Best Tips Are Free: with Celebrity Designer Nour El Nasrani
What does it take to design for billionaire homeowners, celebrities like David Goggins, and NFL owners—while staying grounded in soul and intention? For interior designer Nour El Nasrani, it's about more than pretty spaces. It’s about feeling. The Lebanese-born, Vegas-based founder of By Nour Design joins Danielle to share how she built a luxury design business from scratch, the spiritual side of design, and what our homes secretly say about us. Nour shares: How she landed her first client. The unlikely moment that changed her career—and made her fire her own boss What it was really like designing for Navy SEAL David Goggins The unexpected trait she uses to win over high-powered clients (hint: it's not her design degree) Why she never starts with a Pinterest or style board—and the questions she asks instead He 5 rules for making any room look expensive (without spending a fortune) The #1 mistake people make when designing a room (you’re probably doing it) How to create a home that actually helps you de-stress Why mood matters more than trend Thee rule she breaks in every room she designs How she transformed Danielle’s apartment + what the inspiration was behind it! Plus, a hilarious round of “Smash or Pass: Beige Edition,” and the quote that guides her work: “If a place has a soul, it remains alive forever.” If you’ve ever wanted a home that feels more like you, this episode is your blueprint. Follow Nour on Instagram here. Book rec: Live Beautiful by Athena Calderone

Jun 19, 2025 • 34min
Get Everything You Want: How the Military Trained Skye P. Marshall for Success
Skye P. Marshall is an Air Force veteran, Hollywood actress, caregiver, and relentless dreamer. With no agent, no connections, and no backup plan, Skye left the military and a corporate cubicle behind to pursue acting + built a thriving career from scratch. This episode is about the radical belief that you don’t need permission to begin– just vision, discipline, and the courage to build it brick by brick. Skye shares: Why fear is a biological superpower + how to channel it How the Air Force trained her for acting more than any drama school What she learned doing 7 years of background work How she booked Matlock with no agent The reason she refuses to set a timeline for success The “red towel red carpets” that sparked her childhood dreams How she bought her mom a house while caregiving through dementia Why imagination is the key to reinvention The mindset shift that changed everything: from “acting” to being Why every job—even catering—can be a strategic career move And the mantra that carries her through it all: “Survive until you thrive.” Follow Skye P. Marshall here. Book rec: The War of Art by Steven Pressfield. Check out her film Daft State on Youtube, Amazon Prime, Apple TV!

Jun 12, 2025 • 51min
She Decided Who Mattered: The Legacy of Barbara Walters
Jackie Jesko is a war correspondent turned filmmaker joins Danielle to unpack her new Hulu documentary on the life and legacy of Barbara Walters. But this isn’t just a conversation about one iconic journalist, it’s about the entire media ecosystem she helped create. Danielle has always wanted to be the millennial Barbara Walters, the kind of interviewer who could sit with heads of state, celebrities, and everyday people alike so it was incredibly fun to hear Jackie and Danielle explore: Why Barbara Walters was the original media gatekeeper How she reinvented herself after public “failure” Her strategy for booking presidents, dictators, and celebrities The underappreciated role of female ambition in shaping broadcast journalism How gossip, grit, and research became Barbara’s secret weapons Why Diane Sawyer sparked Barbara’s deepest insecurities The unseen emotional cost of being “the first” Why The View changed daytime TV forever The power of interviews as cultural time capsules And how Jackie unearthed never-before-seen footage that reintroduces Barbara in her own words If you care about storytelling, media, power, or pop culture…this episode isn’t just about Barbara Walters. It’s about the evolution of journalism, the complexity of legacy, and what it means to lead with questions. Watch Jackie’s film Tell Me Everything on Hulu.Book reccomendation: Audition by Barbara WaltersFollow Jackie Jesko on Instagram.

Jun 5, 2025 • 60min
Reverse Aging, Acne & Gray Hair—No Botox Needed! Nutritionist Maria Marlowe's Food Secrets
Maria Marlowe, an acne nutritionist and founder of GLO Biome, reveals how she tackled acne and gray hair with dietary changes instead of meds or Botox. She discusses the gut-skin connection, the myths behind skincare trends, and why she sees acne as a blessing. Maria shares her three-day Clear Skin Plan and highlights the power of probiotics and specific foods for hormonal balance. This enlightening conversation encourages trusting your body and embracing a natural approach to aging and skin health.

May 29, 2025 • 1h 7min
Tools For Deeper Connection: How To Have Better Conversations with Celeste Headlee— TED’s Most-Watched Expert on Communication
Celeste Headlee, a renowned journalist and NPR host, shares her journey from being a poor communicator to mastering the art of conversation. She discusses why maintaining eye contact isn't always effective and reveals the surprising neuroscience behind great exchanges. Celeste emphasizes the power of curiosity, the impact of small talk, and offers tools to diffuse conflict in just three questions. She highlights why younger generations crave meaningful connections and warns against performative listening, urging listeners to truly engage.