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| Titre | Date | Durée | |
|---|---|---|---|
| Milk Bar Founder Christina Tosi on Building, Burnout and Resetting | 30 sept. 2026 | 01:09:47 | |
Maria Sharapova sits down with Milk Bar founder, chef, and entrepreneur Christina Tosi. From getting her start writing food safety plans for David Chang to breaking the internet with Compost Cookies and cereal milk soft serve, Christina shares the raw, unfiltered reality of building a massive dessert empire.
They dive deep into the power of her "cannonball" mindset, embracing failure out loud, navigating extreme burnout, the pressures of being a CEO and why she ultimately decided to step back and move to Nashville to reset.
Whether you're an entrepreneur, a creator, or just trying to figure out your next chapter, this conversation is packed with wisdom, humility, and inspiration.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254
CHAPTERS
00:00 — Introduction: The "Cannonball" Personality and Welcoming Christina Tosi
00:54 — Trading Business Stories: Maria Sharapova and Christina Tosi on Bootstrapping
04:46 — The Cannonball Mindset: Jumping In Without Knowing the Details
07:33 — Entering the Food Scene: Working with David Chang at Momofuku
09:59 — Finding Your "Why": Transitioning from Fine Dining to Heartfelt Baking
12:20 — The Power of Bad Bosses, Self-Worth, and Playing the Long Game
14:02 — It’s a Marathon, Not a Sprint: Shared Lessons from Sports and Business
17:42 — The Birth of Milk Bar: Opening Next Door to Momofuku
21:55 — Midnight Crowds, Late-Night Culture, and Anonymity in New York
24:32 — Turning Passion Into Business: Finding Pockets of Joy and Just Starting
28:31 — Culinary Training, Cereal Milk, and Protecting Childhood Nostalgia
31:13 — Mental Grit, Doubts, and Trusting the Process
35:05 — Mastering the Business Side: One Day at a Time and Trick Yourself to Win
39:35 — Empowering Women in Leadership: Proving Your Worth
41:35 — The Dangers of Scale: Protecting Creativity from Corporate Pressure
44:00 — Failing Out Loud: The Story Behind the Failed Milk Bar Life Juice Launch
49:33 — Stepping Down as CEO: Burnout, Motherhood, and Empty Tanks
53:02 — Moving to Nashville: Trading Old Rules for a Blank Canvas
56:32 — Rapid Fire: Top Global Desserts Worth Traveling For
01:00:07 — Final Insights: Unlearning Introversion, Perfectionism, and Feeling "Pretty Tough"
FOLLOW THE SHOW
►Maria on Instagram: https://www.instagram.com/mariasharapova/
►Maria on X: https://x.com/MariaSharapova
►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
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| Supermodel Carolyn Murphy: 73 Vogue Covers, Walking Away from Fame, and Finding Yourself at 53 | 23 sept. 2026 | 01:05:13 | |
Supermodel icon Carolyn Murphy sits down with Maria Sharapova to reflect on three decades in fashion, shooting 73 Vogue covers (and counting), and the pivotal moment she walked away from fame to live quietly in Costa Rica with her daughter. Carolyn opens up about the power of intuition, breaking up with perfectionism, navigating single motherhood, and why dedication always beats discipline.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254
00:00 – Introduction: Aging, Longevity, and Supermodel Realities
00:59 – Escaping the Spotlight: Why Carolyn Walked Away to Costa Rica
02:00 – The Chaotic Moncler Aspen Runway & 30 Years of Experience
03:43 – Nana's Wisdom: "Beauty is as Beauty Does" & Trading Discipline for Dedication
05:32 – The 1995 Prada Pixie Cut & Finding Her Footing in the Grunge Era
08:34 – Maintaining Individuality Amidst Endless Industry Opinions & Working with Legends
11:00 – Christy Turlington’s Mentorship & Turning to Yoga and Breathwork
13:28 – 73 Vogue Covers: Surreal Moments and the Microscope of Fashion
20:00 – Legendary Photographers: Steven Meisel, Peter Lindbergh, and Irving Penn
25:12 – The Work Ethic Learned in Japan and Loving Japanese Culture
31:00 – Becoming a Single Mother and Choosing Family Over Hollywood Stardom
37:25 – A Historic 26-Year Partnership with Estée Lauder
41:41 – Visualization, Manifestation, and Wellness in the 1990s
48:00 – The "Invisible Supermodel," Boundaries, and Escaping Social Media Exhaustion
52:50 – Aging Gracefully, Injectables, and Redefining Beauty Standards
57:08 – Rapid Fire: Unlearning People-Pleasing, Perfectionism, and Finding Strength
FOLLOW THE SHOW
►Maria on Instagram: https://www.instagram.com/mariasharapova/
►Maria on X: https://x.com/MariaSharapova
►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Emmy Rossum on making Furious and Surviving an FBI Boot Camp | 16 sept. 2026 | 00:53:46 | |
Acclaimed actress, director, and producer Emmy Rossum joins Maria Sharapova for a candid conversation on building a 30-year career on her own terms.
From getting her start in the Metropolitan Opera Children's Chorus to holding her own alongside legends like Sean Penn at age 16, to spending nine transformative years on the hit show Shameless where she famously advocated for equal pay, Emmy has continually pushed the boundaries of her craft. Now, she is taking on more creative control as an executive producer and star of the hit thriller Furious on Hulu.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254
CHAPTERS
0:00 – Intro: The Athlete's Mindset in Acting
2:15 – Growing Up on Shameless: Navigating Nine Years and Developing a Front-Row Seat to Production
8:00 – The Ballsy Move: Fighting for Equal Pay and Overcoming the Stigma Around Asking for Your Worth
12:20 – Behind the Scenes of Furious: Finding Dark Catharsis and Developing a Character with Grit
16:30 – Wearing Two Hats: How Emmy Balances Executive Producing and Acting on Set
19:20 – Sticking to Your Lane? Why Emmy Ignored the Doubters and Launched Her Production Company
21:40 – Quantico Boot Camp: Physical Training, Weapons Handling, and Learning How to Be an FBI Agent
24:45 – The Arsenal of Coaches: Why Dialect, Movement, and Breath Work Matter to the Craft
28:00 – Working with Clint Eastwood on Mystic River and Discovering a Process
31:00 – Auditioning for Phantom of the Opera at 16 in Andrew Lloyd Webber’s Living Room
36:30 – Singing with Dolly Parton and Learning Humility from Legends
39:35 – Managing Fame as a Currency and Keeping Life Grounded
41:15 – Creative Collaboration: Working Alongside Her Husband, Director Sam Esmail
46:35 – Pretty Tough Rapid-Fire: Unlearning Perfectionism, People-Pleasing, and Finding FluidityFOLLOW THE SHOW►Maria on Instagram: https://www.instagram.com/mariasharapova/►Maria on X: https://x.com/MariaSharapova►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Jenna Lyons on Leaving J.Crew and The Real Housewives to Reinvent Herself | 09 sept. 2026 | 01:05:04 | |
It’s New York Fashion Week, and who better to speak with than fashion icon and entrepreneur Jenna Lyons?
Maria and Jenna discuss everything from her meteoric rise at J. Crew, from assistant designer to president and executive creative director to her advice on developing personal style, why she decided to walk away from the Housewives, to complete career reinvention.
0:00 – Intro: Stepping Into Your Power with Jenna Lyons
2:15 – The Early Grind: Starting Out as an Assistant at 21
7:30 – Learning the Business Side: Moving from Design to Executive Decision-Making
13:10 – The J.Crew Golden Era: Shaping a Cultural Force and American Style
19:45 – Mastering Creative Control: Protecting Your Vision in Corporate Boardrooms
26:00 – The Cost of Perfectionism: Overcoming Burnout and High-Stakes Pressure
33:20 – The Breaking Point: Stepping Down and Navigating a Public Identity Crisis
41:10 – Rebuilding from Scratch: Finding Your Voice Outside the Corporate Machine
47:50 – Style as a Language: Why Authenticity Outlasts Every Trend
54:30 – Stepping Back into the Spotlight: Navigating Reality TV and Modern Media
1:01:15 – Redefining Ambition and Setting Boundaries on Your Own Terms
1:08:00 – Closing Advice: The One Thing Every Ambitious Leader Needs to Hear
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254CHAPTERS[INSERT
FOLLOW THE SHOW►Maria on Instagram: https://www.instagram.com/mariasharapova/►Maria on X: https://x.com/MariaSharapova►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Hannah Berner: Leaving Reality TV, Starting Giggly Squad & Finding Her Confidence | 02 sept. 2026 | 00:59:12 | |
Comedian and Giggly Squad host Hannah Berner joins Maria Sharapova for a special live episode of Pretty Tough in New York City! Hannah opens up about her lifelong obsession with tennis, playing on the junior circuit, and why her ultimate childhood dream was to win Wimbledon before pivoting to stand-up comedy.
Hannah and Maria dive into the pressure of competitive sports, meeting her heroes, surviving reality TV on Summer House, and treating comedy touring like an elite athlete. Plus, Hannah shares the truth behind "Smile Gate," unlearning self-criticism, and where she gets her confidence from.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254
CHAPTERS
00:00 – Introduction & Live Show Opening
00:20 – Welcoming Hannah Berner: From Junior Tennis Circuit to Comedy
02:15 – Childhood Dreams: Wanting to Win Wimbledon
03:50 – US Open Predictions & Fan Favorites
04:45 – The Crazy Story of Chelsea Handler in the Player's Box
08:30 – Playing Like the Boys & High School Tennis Memories
11:00 – The Mental Toll of Losing and Pressure in Pro Tennis
15:00 – Pivoting Away from Tennis & Overcoming Setbacks
20:00 – Finding Stand-Up Comedy & Re-Parenting Yourself
23:15 – Reality TV, Summer House, and Handling Public Narratives
26:15 – Where Confidence Comes From: Tennis vs. Comedy
30:00 – Hitting with Kim Clijsters & Racket String Tensions
34:00 – The "Smile Gate" TMJ Botox Story
38:50 – Marriage to a Fellow Comedian & Working with Amy Poehler
42:00 – Treating Comedy Touring Like an Athletic Event
44:45 – The Rapid-Fire Game: Tennis vs. Comedy
53:50 – Closing Segment: Unlearning, Perfection, and What Makes You Tough
FOLLOW THE SHOW►Maria on Instagram: https://www.instagram.com/mariasharapova/►Maria on X: https://x.com/MariaSharapova►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Lindsey Vonn Was #1 in the World When She Crashed. Will She Ever Race Again? | 26 août 2026 | 01:03:28 | |
Maria Sharapova sits down with Olympic skiing legend Lindsey Vonn for a raw, deeply honest conversation about ambition, aging, pain, and the relentless drive to push boundaries.
At 41, after years of injuries and a major knee replacement, Lindsey returned to competitive racing with one goal: another shot at Olympic gold. But just days before the Olympic Games began, a devastating crash and a ruptured ACL changed everything—forcing her to make the hard choice to race anyway, only to crash again on the Olympic downhill.
Maria and Lindsey dive deep into the harrowing physical and mental aftermath of that crash, how she is navigating grueling surgeries and recovery, and how she’s weighing whether or not she will ever race again.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254
CHAPTERS
00:00 | Introduction: The Comeback, the Crash, and What Comes Next
02:13 | "Too Old to Do Anything, Expected to Do Everything"
04:00 | Training in Your 40s: Physical Evolution and Body Changes
06:10 | A Glutton for Pain: Why Hard Work Is Therapeutic
07:05 | Put Your Phone Away: Avoiding Social Media Scrutiny
09:55 | The Fantasy of a Perfect Ending vs. Reality
12:20 | Letting Go of Control: Navigating Delays and Uncertainty
15:10 | Why Are People Threatened by Ambitious Women?
18:50 | The Hospital Recovery, Vulnerability, and Journaling Publicly
26:45 | Fear, Severe Injury, and the Reality of Near-Tragedy
31:10 | Redefining Pain: Why Ligaments Have Nothing on Broken Bones
32:20 | Trading Adrenaline: From 100 MPH Downhill to Tennis
35:45 | Processing the Online Negativity and Finding Perspective
38:50 | The Science of Peak Fitness: Diet, Recovery, and the Glucose Goddess
42:30 | Using Doubt as Fuel: Why Haters Make the Best Motivation
46:30 | The Power of Self-Belief: Lessons From Coach Eric
50:00 | The Next Generation: Why Kids Need to Experience Adversity
52:45 | Looking Forward: The Path to Next Spring and Potential Closure
56:15 | Pretty Tough Rapid Fire: Unlearning Control, Misconceptions, and Feeling Pretty
FOLLOW THE SHOW
►Maria on Instagram: https://www.instagram.com/mariasharapova/
►Maria on X: https://x.com/MariaSharapova
►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Redefining Luxury: How Marie-Louise Sciò is Building A Resort Empire | 19 août 2026 | 00:50:37 | |
Maria Sharapova sits down with Marie-Louise Sciò, CEO and creative director of the iconic Italian luxury hospitality company, the Pellicano Group.
Marie-Louise shares her remarkable journey from watching her mom’s hotel parties from behind the rosemary bushes to securing a $200 million investment and expanding across Italy.
Together, Maria and Marie-Louise laugh, drink Negronis, and ponder the true meaning of luxury. Tune in as they sip, share stories, and unpack what it really takes to build an unforgettable brand and customer experience.
SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1
LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254CHAPTERS
00:00 | Introduction: Negronis at Noon and Perfecting Italian Luxury
01:17 | The Quote: Why Sex, Fun, and Joy Never Go Out of Style
04:00 | Growing Up Il Pellicano: Hiding Behind Rosemary Bushes and Lobster Rescues
06:55 | Taking the Leap: Designing Bathrooms and Rethinking the Hotel Brand
10:45 | The Power of Details: Stolen Ashtrays and the Iconic Pellicano Book
12:00 | Launching ISSIMO: Bringing Italy's Cabinet of Curiosities Digital
14:40 | Breaking the Rules: Cold-Writing Birkenstock and Embracing Bold Risks
17:15 | Respecting Heritage: Evolving a Legacy Hotel Without Destroying Its DNA
21:05 | Scaling Up: Raising €200 Million and Acquiring New Tuscan Gems
26:40 | The Ultimate Taste Test: Comparing Cocktails with Hotel Il Pellicano’s Legendary Barman
28:30 | Disconnecting in Luxury: Why Phones Are the Enemy of Relaxation
33:20 | The Ultimate Hotel Checklist: Mattresses, Lighting, and Bathrooms
34:40 | Marie-Louise’s Top 3 Hidden-Gem Hotels Outside of Her Group
38:50 | Constant Growth: Finding Lessons and Inspiration in Everything
40:00 | Pretty Tough Tips: Moving at the Speed of Opportunity
43:10 | Pretty Tough Rapid Fire: Unlearning Control, Misconceptions, and What Makes Her Feel Pretty
FOLLOW THE SHOW►Maria on Instagram: https://www.instagram.com/mariasharapova/►Maria on X: https://x.com/MariaSharapova►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=en
About Pretty Tough
Pretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.
About Maria Sharapova
Maria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.
Learn more about your ad choices. Visit podcastchoices.com/adchoices | |||
| Why Malala is Betting Big on Women's Sports | 12 août 2026 | 01:08:51 | |
Maria Sharapova sits down with Nobel Peace Prize laureate, author, and activist Malala Yousafzai to discuss breaking out of public expectations, prioritizing mental health, and why she wants more women in ownership roles in women's sports.Hear how Malala and her husband Asser are investing in women's sports through Recess Capital. They dive into how ‘the Caitlin Clark effect’ is changing the narrative, and why women's sports are the next profitable powerhouses.
Come see Maria live in New York. Tickets Here https://prettytoughlive.splashthat.com/SUBSCRIBE►Subscribe to Pretty Tough: https://www.youtube.com/@mariasharapova?sub_confirmation=1LISTEN:►Listen to every episode on your favorite podcast platform: https://pod.link/1893437254CHAPTERS00:00 | Introduction: Finding More Women in the Boardroom & Owner's Box00:30 | Malala Yousafzai: Activist and Investor02:15 | Surviving the Hedge Maze of Life03:40 | Waking Up in Birmingham: The First Moments After the Attack06:00 | Losing Control of Your Own Narrative at 15 Years Old08:50 | The Reality of Activism: A Lifetime Commitment11:15 | Surviving and Thriving as a Student at Oxford14:50 | Shifting Perspectives on Marriage, Love, and Patriarchal Institutions16:30 | The Philosophy of Activism: Drawing Inspiration from Family19:40 | Why Sports? Malala’s Mental Health Journey and Running21:40 | Competitive Gym Sessions: Weightlifting with Her Husband25:00 | The Contrast of Winning a Nobel Prize vs. Losing Student Council28:10 | Fighting for the Afghan Women’s Soccer Team in Exile31:15 | Launching Recess Capital: Changing Women's Sports Ownership36:00 | The Caitlin Clark Effect and Shifting Public Narrative38:50 | Balancing Nonprofits and For-Profit Venture Funds for Financial Independence42:15 | Redesigning Sports for Women: Maternity Care, Apparel, and Equal Pay45:30 | Preparing for High-Stakes Meetings with Global Leaders49:00 | Owning Mistakes and Evolving Public Image54:30 | Prioritizing Mental Health, Therapy, and Self-Care00:59:00 | Lightning Round: Unlearning, Routines, and MisconceptionsFOLLOW THE SHOW►Maria on Instagram: https://www.instagram.com/mariasharapova/►Maria on X: https://x.com/MariaSharapova►Pretty Tough on Instagram: https://www.instagram.com/prettytough/?hl=enAbout Pretty ToughPretty Tough is the weekly interview podcast hosted by five-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova. Each week, Maria sits down with founders, CEOs, athletes, creatives, investors, and other high achievers for candid conversations about leadership, ambition, decision-making, performance, entrepreneurship, wellness, and building exceptional careers.Drawing from her own experience at the highest levels of sport and business, Maria explores what it really takes to succeed—from navigating failure and reinvention to scaling companies, leading teams, and pursuing excellence over the long term.About Maria SharapovaMaria Sharapova is a five-time Grand Slam champion, former World No. 1 tennis player, entrepreneur, investor, bestselling author, and one of the most recognizable athletes of her generation. Since retiring from professional tennis, she has built businesses, invested in consumer, technology, and lifestyle companies, and become a respected voice on leadership, performance, and entrepreneurship.YouTubeMaria SharapovaFive-time Grand Slam champion, entrepreneur, and bestselling author Maria Sharapova brings her trademark intensity and drive to a weekly podcast that challenges how female ambition is defined and discussed. In each episode of Pretty Tough, Sharapova sits down with high-achieving women across industries for candid, wide-ranging conversations about their pursuit of excellence without apology. Inspired by Sharapova’s own journey as a world-class athlete and entrepreneur, the show serves as a space where discussions about peak performance, career strategy, wellness, and leadership aren't diluted by gender-specific expectations and where being gritty and being female aren't seen as contradictory states of being.New episodes drop Wednesdays. Part of the Vox Media Podcast Network.
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| Delphine Bellini on Reviving A Sleeping Beauty Into Fashion's Hottest Brand | 15 juil. 2026 | 00:44:27 | |
How do you bring a legendary brand back from the dead?
When Delphine Bellini joined Schiaparelli in 2014, the fashion house had been dormant for over 60 years. There were no customers, no modern business, and no blueprint for success—just the legacy of one of fashion's most visionary founders. A decade later, Schiaparelli has become one of the most influential and talked-about brands in luxury fashion.
In this conversation, Delphine shares with Maria what it actually took to pull off that transformation: convincing people to believe in a vision before the results existed, partnering with creative director Daniel Roseberry to redefine the house for a new generation, and resisting the pressure for quick wins in favor of building something exceptional.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
Listen to every episode on your favorite podcast platform:
Listen to every episode on your favorite podcast platform
Follow Maria on Instagram
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00:00:00 Intro: The unexpected journey to leadership
00:01:48 Dressing superstars: The experience behind the Golden Globes
00:03:00 Balancing legacy and the future of Schiaparelli
00:05:13 Elsa Schiaparelli’s avant-garde history and influence
00:06:23 Defining the brand identity without traditional logos
00:08:08 The collaborative design process: Creating "selfish details"
00:10:35 Building a dormant brand: The conviction to take time
00:13:28 Applying lessons from luxury cruises to haute couture
00:15:20 Performance, struggle, and the athlete-creative connection
00:16:33 Leading young talent through passion
00:17:35 The leader as a facilitator: Navigating collective roles
00:19:10 Discovering Daniel Roseberry’s creative vision
00:20:45 Aligning creative magic with business needs
00:22:27 The psychology of the showroom experience
00:23:55 Why Schiaparelli shows are deeply emotional
00:25:00 The CEO's role behind the scenes of a runway show
00:26:27 Managing controversy: The lion head show and beyond
00:28:35 Future expansion: Ready-to-wear, fragrance, and exclusivity
00:32:38 Maintaining personal balance, discipline, and routines
00:35:10 Lightning Round: Unlearning, perfectionism, and confidence
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| How Susie Wolff Took F1 Academy from Empty Tracks to Global Partnerships | 08 juil. 2026 | 01:08:59 | |
As the Managing Director of F1 Academy, Susie Wolff is helping reshape the future of motorsport. Susie joins Maria to discuss navigating the high-stakes negotiations, the pressure of maximizing growth while F1 Racing is having its moment, and what its like holding her ground in rooms where she's often the only woman at the table.
Susie opens up about racing through injury, the power of saying no, and getting tough love from her husband, racing legend Toto Wolff.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
Listen to every episode on your favorite podcast platform
Follow Maria on Instagram
Follow Maria on X
Follow Pretty Tough on Instagram
Subscribe to Pretty Tough on Substack
00:00 Introduction: Resilience in Business and Sports
02:00 Defining Calculated Risks
04:55 Childhood Influence: Equal Opportunity and Drive
06:50 The Reality of Racing: Noise, Gender, and Performance
10:07 Finding Comfort in the Uncomfortable
12:20 Navigating Career Setbacks and Injury
18:15 The Intuition Behind Career Pivots
21:30 Ambition, Motherhood, and Identity
24:25 The Power of Saying "No"
27:00 Life After Retirement: Self-Discovery
32:00 Challenging Perceptions: Femininity and the "Pink Car"
35:30 The Future of Women in F1
38:30 Taking the Helm at F1 Academy
43:10 The Strength in Asking for Help
46:30 Breaking Barriers in the Workplace
49:25 Working with Toto: Directness, Honesty, and Partnership
54:30 Raising a Son in the Motorsport World
57:20 What’s Next for Susie Wolff
58:15 Pretty Tough Tips: Resilience
1:01:15 Rapid Fire: Unlearning Selfishness and Finding Confidence
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| Misty Copeland Never Wanted to Stand Out. Then She Changed Ballet Forever | 24 juin 2026 | 01:23:18 | |
Legendary ballerina Misty Copeland pulls back the curtain on the most pivotal moments of her career. From performing on the Oscars stage alongside the cast of Sinners—and addressing Timothée Chalamet’s infamous comments—to the unique experience of collaborating with icons like Prince and Taylor Swift, Misty shares it all.
Misty and Maria also dive into the reality of performing through injury: the physical toll, the mental resilience required to keep going, and what these challenges taught her about her body and its limits. Misty Copeland is the true embodiment of Pretty Tough.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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00:00:00 – Intro: The Evolving Athlete
00:02:15 – Finding Her Voice: Overcoming "Little Mouse"
00:07:30 – Survival Mode to Artistic Passion
00:09:30 – The First Ballet Class: From Basketball Court to Prodigy
00:13:45 – The Studio as a Sanctuary
00:14:15 – Stage Presence vs. Public Speaking Nerves
00:19:30 – The Power of Consistency in Performance
00:22:00 – Dancing Through Pain: The 2012 Firebird Season
00:27:15 – A Career-Ending Injury and the Road to Recovery
00:29:45 – Redefining the Relationship to Pain
00:32:00 – Lifelong Learning: Evolving Technique Post-Principal
00:33:45 – Art vs. Sport: Why Ballet is Subjective
00:36:00 – Breaking the Curtain: The Role of Social Media
00:39:00 – The Farewell Performance: A Thank You to the Journey
00:42:30 – The Prince Connection: Lessons in Identity and Excellence
00:47:00 – Returning to the Stage: The Oscars and Sinners
00:51:30 – Collaborating with Taylor Swift
00:53:00 – Addressing the Timothée Chalamet Comments
00:56:45 – Future of Dance: Production and Storytelling
00:59:45 – Closing the Financial Gap in Arts Education
01:01:15 – The Misty Copeland Foundation’s Mission
01:03:30 – Parenting and Letting Go of Control
01:09:15 – Strategic Partnerships and Protecting the Brand
01:14:00 – Life After Ballet: Defining a New Identity
01:15:30 – Rapid Fire: Unlearning Pain and Defining Toughness
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| Christine Dorfler: From Army Captain to the NFL’s CFO | 17 juin 2026 | 00:49:53 | |
What does it take to manage the finances of the world’s most powerful sports league? In this episode, Maria sits down with Christine Dorfler, the CFO of the NFL, for an unfiltered look at the business behind the game.
From her journey as an Army Captain to navigating the complex financial landscape of the NFL, Christine shares the leadership lessons and high-stakes decision-making that keep the league growing. We dive into the "Billion-Dollar" choices that impact everything from international expansion to the game-day experience. And of course ‘The Taylor Swift Effect.’
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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00:00:00 – The Power of Confidence and Humility
00:02:00 – Learning to Lose: Lessons from Sports
00:03:45 – Leadership Lessons from the Army
00:06:00 – Taking a Big Promotion During Maternity Leave
00:09:40 – The Art of Saying "No" in Finance
00:10:45 – Moving into the Sports Industry
00:12:30 – Advice for Young, Ambitious Professionals
00:14:30 – Transitioning to the NFL
00:15:30 – Roger Goodell’s Leadership Style
00:18:00 – The "Taylor Swift Effect" on NFL Viewership
00:20:45 – Growing Girls’ Flag Football
00:22:45 – Mastering the Art of Negotiation
00:24:45 – Reflecting on the NFL-ESPN Media Deal
00:29:45 – Sports Betting and Protecting Game Integrity
00:33:45 – Global Expansion and New International Markets
00:38:15 – Evolving Fan Consumption Habits
00:41:00 – Lightning Round: Routine, Perfection, and Resilience
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| Amy Astley on Working Alongside Anna Wintour and Building Brands | 10 juin 2026 | 01:15:08 | |
This week on the show, editor-in-chief of Architectural Digest Amy Astley reflects on her path from aspiring ballerina to journalist to leading some of the most influential publications in fashion and design, including Architectural Digest and Teen Vogue. She opens up working alongside Anna Wintour, navigating high-pressure creative environments, learning to trust her instincts, and her thoughts on what it truly means to be a “taste maker.”
Together, Maria and Amy talk about perfectionism, ambition, mentorship, self-doubt, and the pressure women often feel to prove themselves in leadership roles. They also discuss taste, storytelling, social media, creative risk-taking, and why curiosity may be the most important skill of all.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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00:00:00 Intro: Redefining Taste in a Borderless World
00:02:18 The "Dutiful Daughter" Archetype in Business
00:04:00 Ballet Beginnings: Learning Discipline and Letting Go
00:08:24 Career Lessons from Anna Wintour
00:10:04 The Power of Saying "Yes" and Taking Opportunities
00:12:44 Transforming Architectural Digest
00:14:14 The Mission Behind Teen Vogue
00:17:15 The Strategy Behind Magazine Covers
00:23:18 The Digital Evolution of Legacy Media
00:28:48 Pretty Tough Tips: Visualization for Success
00:33:55 The "Open Door" Series: Connecting Through Content
00:43:24 Facing the Future: AI in Publishing
00:51:57 Moving Beyond the "Tastemaker" Label
00:55:00 Integrating Personal Life and Professional Practice
01:00:17 NYC Design Recommendations
01:04:12 Pretty Tough Questions: Lessons, Routines, and Perfectionism
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| Ashley Graham: How AI, Plastic Surgery, and GLP-1s Are Changing Beauty Standards | 03 juin 2026 | 00:52:28 | |
This week on the show, model and entrepreneur Ashley Graham joins Maria for a conversation about confidence, body image, ambition, and self-worth. Ashley opens up about navigating criticism in the fashion industry and impossible standards placed on women — especially in industries built around image.
Together, Maria and Ashley talk about perfectionism, motherhood, changing bodies, identity, resilience, and how to spot a good business opportunity. It all adds up to an inspiring conversation around how to live unapologetically.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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00:00:00 Introduction
00:01:45 Being Unapologetic: Identity & Career Longevity
00:03:30 Overcoming Imposter Syndrome as a CEO
00:04:45 Early Scrutiny: Dealing with Body Standards from Age 12 00:06:20 The Defining Moment: How Her Mother’s Advice Saved Her Career
00:07:45 The Evolution of the Body: Life After Three Kids
00:10:00 The "Banned" Lane Bryant Ad & Dealing with Public Scrutiny 00:12:35 Handling Negative Comments & Mental Toughness
00:15:15 The Historic 2016 Sports Illustrated Cover
00:18:00 The Power of the Platform: Changing Lives Through Authenticity 00:20:00 Tony Robbins & The Importance of Celebrating Wins
00:21:40 Impact of GLP-1s & Modern Body Image Trends
00:24:00 The Future of Modeling & AI
00:26:00 Postpartum Realities & Balancing Motherhood
00:28:15 Managing Mental Drainage: Routines, Boundaries, & Parenting 00:31:00 Broadway Debut: Making It Happen Through Grit
00:34:00 Debunking the Myth of "Overnight Success"
00:36:00 From Model to Founder: Building Her Wine Company, Luce 00:43:00 Strategic Planning & The Value of Intergenerational Friendships 00:44:45 Pretty Tough Q&A: Unlearning Hard Habits & Finding Power
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| Dr. Becky: Raising Resilient Kids in an Overwhelming World | 27 mai 2026 | 01:23:09 | |
Clinical psychologist Becky Kennedy — better known as Dr. Becky — joins Maria for a conversation about parenting, resilience, confidence, and emotional growth.
Dr. Becky shares why she believes struggle is an essential part of development, how parents can stay grounded during emotional moments, and why perfectionism often starts much earlier than we think. Together, she and Maria talk about self-worth, boundaries, anxiety, shame, and the pressure parents feel to “get everything right.”
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| Chelsea Handler: Unfiltered, Independent, and Always Evolving | 20 mai 2026 | 00:40:30 | |
Comedian and best-selling author Chelsea Handler has built a career on saying exactly what she thinks, regardless of the consequences. From stand-up comedy and bestselling books to hit television shows, she’s never played by anyone else’s rules.
Maria and Chelsea first connected at the 2012 Olympics and have been friends ever since.
Maria explores what drives Chelsea’s independence across every chapter of her life and how she continues to evolve through therapy, travel, and psychedelics. They discuss reinvention, freedom, and what it really means to live life on your own terms. Maria also asks the question she’s been curious about for years: after all the success, what keeps Chelsea pushing forward?
The result is a conversation that is funny, honest, and unexpectedly thoughtful, everything you’d expect when Chelsea Handler is in the room.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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| Willow Bay: Reimagining the Future of Women’s Sports | 13 mai 2026 | 00:46:12 | |
Willow Bay has spent her career telling powerful stories. Now, she’s helping reshape who gets to be at the center of them.
As a longtime journalist and now the dean of USC Annenberg, Willow has worked across nearly every major television network, building a career at the intersection of media, leadership, and storytelling. Alongside her husband, Disney CEO Bob Iger, she’s also the co-owner of Angel City FC, one of the most valuable teams in women’s sports.
Willow also shares her perspective on why giving athletes the tools to tell their own stories may be the most powerful shift happening in sports today.
Maria and Willow also discuss what it means to reimagine an entire sports ecosystem with women at the center, how to spot opportunity early, and the challenge of overcoming imposter syndrome at the highest levels.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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00:00 – Intro: Beating Imposter Syndrome
01:14 – Welcome Willow Bay
02:49 – The Power of Listening More & Speaking Less
03:57 – Investing in Angel City FC: Why Now?
05:07 – Convincing Bob Iger to Buy into the NWSL
06:53 – The Business of Storytelling in Women's Sports
08:44 – Breaking Barriers in the Sports Boardroom
11:09 – Early Days: NBA Inside Stuff & Athlete Storytelling
13:58 – The Rise of Athlete-Owned Media Brands
17:16 – Closing the Gap for Women in Sports Media
18:24 – Reimagining the Sports Universe for Women
20:00 – Traditional Media vs. Athlete-Controlled Narratives
21:40 – The Enduring Power of Live Sports
23:45 – Maria Sharapova on Losing Control to the Press
26:26 – Dealing with Harsh Headlines & The "Banana" Story
30:54 – Standing on Your Skills to Beat Imposter Syndrome
32:45 – The Shaq & Suzy Shuster Story: Accountability in Journalism
35:48 – Dinner at the Iger-Bay Household
41:00 – Pretty Tough Questions: Erasing Self-Doubt
41:43 – The Morning Routine for a Resilient Mind
42:15 – Getting "Under the Hood" of Leadership
43:40 – Final Thoughts: What Makes Willow Bay Pretty Tough
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| Gabriela Hearst: Redefining Luxury Without the Hype | 06 mai 2026 | 00:52:21 | |
Gabriela Hearst is one of the most purpose-driven designers in fashion. She’s built her career slowly, intentionally, and entirely on her own terms. You may know her for dressing icons like Laura Dern, Jodie Foster, and Zoë Kravitz, or for redefining luxury through sustainability, from the first carbon-neutral runway show to creating a line made from 100% recycled cotton.
But her story begins on a cattle ranch in Uruguay, where quality, durability, and respect for the land shaped everything she does today.
In this conversation, Maria and Gabriela discuss the reality of the creative journey, why success rarely comes fast, how a chance elevator encounter with a design legend changed her life, and what it takes to stay grounded in an industry built on hype.
She also shares how she approaches biohacking to maintain her mind and body in one of the most demanding industries in the world.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
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| Jeanie Buss: Inside the $10 billion Lakers sale | 29 avr. 2026 | 01:00:22 | |
Jeanie Buss is the most powerful woman in the NBA. As Governor and longtime controlling owner of the Los Angeles Lakers, she has protected one of the most valuable brands in sports through tragedy and transition. Now, she explains why, after all these years, her family decided to sell 85% of the team for $10 billion.
On this episode of Pretty Tough, Jeanie sits down with Maria for one of her most candid conversations yet. She takes Maria behind the scenes of the secret Luka Dončić trade — kept hidden from LeBron James, Anthony Davis, Mark Cuban, and even Luka himself.
Jeanie also opens up about the people she's lost — her father, Dr. Jerry Buss, Kobe Bryant, and the 15-year relationship with Phil Jackson that shaped how she leads today.
All that and more on this episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
Listen to every episode on your favorite podcast platform
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Chapters:
00:00 - Intro
01:46 - Jeanie’s opening quote on why being underestimated is an advantage
05:04 - Becoming the GM of a pro sports team at 19 years old
09:50 - What the legendary Dr. Jerry Buss saw in her
13:16 - The Lakers as a luxury brand or "beachfront property"
14:46 - Sports as entertainment and evolving with viewers
19:07 - Why she still sits with the fans
20:42 - What she learned from Phil Jackson
24:26 - How the Luka Doncic trade came together in secret
28:40 - Realizing Luka “left his heart in Dallas,” helping him acclimate to Lakers nation, and the Kobe/Gigi connection
32:50 - Selling 85% of the Lakers for $10 billion
36:51 - Working with family and firing her own brother
40:59 - The pain of selling the team
42:13 - Jeanie’s interests outside of the Lakers - Women of Wrestling, Running Point, and what's next
48:56 - What Kobe meant to Jeanie
51:06 - Maria’s little-known story about meeting with Kobe
54:40 - Jeanie Buss answers some Pretty Tough questions
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| Zoe Saldaña: How I Became the Highest-Grossing Actor of All Time | 22 avr. 2026 | 01:02:34 | |
Welcome to the very first episode of Pretty Tough with Maria Sharapova! For her debut interview, Maria sits down with Hollywood’s highest-grossing actor of all time, Academy Award winner Zoe Saldaña.
You probably know Zoe from starring in some of the most iconic movie franchises of our lifetimes — Avatar, Star Trek, and Guardians of the Galaxy. But she’s also taken on roles in indie films and different genres. Just last year, she won an Oscar for Emilia Pérez, becoming the first Dominican-American to do so.
Maria and Zoe get into how she went from a little girl in Queens doing ballet to reaching Hollywood's greatest heights.
All that and more on the inaugural episode of Pretty Tough.
Pretty Tough is produced in partnership with VOX MEDIA.
You can watch Pretty Tough every week on YouTube at youtube.com/@mariasharapova or listen in your favorite podcast app.
Follow us on Instagram @prettytough and TikTok @prettytough
Subscribe to Pretty Tough on Substack at prettytough.substack.com
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| Introducing Pretty Tough with Maria Sharapova | 14 avr. 2026 | 00:00:56 | |
Why can't unapologetic ambition coexist with elegance and femininity?
Maria Sharapova is ready to flip the script.
On her new podcast, Pretty Tough with Maria Sharapova, the tennis champion and entrepreneur hosts conversations with high-achieving women like Zoe Saldana, Jeanie Buss, and Chelsea Handler about what it means to pursue excellence on their own terms.Pretty Tough drops Wednesday 4/22.
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