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Pretty Tough with Maria Sharapova: Daily Summaries Delivered
by Vox Media
Five-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.
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- Yesterday1h 5m
Alex Eala Was Raised to Be a Champion
In this episode of Pretty Tough, host Maria Sharapova sits down with tennis sensation Alex Eala. At just 21 years old, Alex has carved her name in history as the first Filipino to ever win a WTA tour title, rocketing into the world top 20 after unforgettable runs at Wimbledon and DC. Alex opens up about what it’s really like to be in the middle of a massive breakout moment under the global microscope. She discusses the brutal physical and mental demands of the sport, learning how to suffer on court, and dealing with the immense weight and pride of carrying a nation's expectations. From grueling 4:45 AM training sessions with her grandfather to moving away from home at 13 to join the Rafa Nadal Academy, to the highs of winning, meeting Anna Wintour, forging friendships on tour, and more. Alex shares the raw, unfiltered reality of her life playing elite tennis. 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: Meet Alex Eala 02:00 — Finding Joy in the Grind and Capacity to Suffer 04:00 — The Transition from Juniors to Professional Tennis 08:30 — Navigating Public Opinion and the Media Spotlight 11:00 — Brutally Honest Team Feedback and Wake-Up Calls 15:00 — Wimbledon Centre Court and Emulating Greatness 19:00 — Winning the First WTA Title in Washington, D.C. 21:40 — Carrying the Hopes of the Philippines and Managing Pressure 28:00 — Early Beginnings: Training with Lolo Bob at Age Three 33:30 — Moving to Spain and Joining the Rafa Nadal Academy at 13 42:00 — Meeting Anna Wintour and the Intersection of Tennis and Fashion 48:00 — Tour Friendships, Normalcy, and Humility 52:30 — Defining Grit, Fight, and Facial Expressions on Court 058:00 — The "Pretty Tough" Rapid-Fire Questionnaire 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
- 1 weeks ago1h 9m
Milk Bar Founder Christina Tosi on Building, Burnout and Resetting
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. Learn more about your ad choices. Visit podcastchoices.com/adchoices
- 2 weeks ago1h 5m
Supermodel Carolyn Murphy: 73 Vogue Covers, Walking Away from Fame, and Finding Yourself at 53
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
- 3 weeks ago53 min
Emmy Rossum on making Furious and Surviving an FBI Boot Camp
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
- Sep 9, 20261h 5m
Jenna Lyons on Leaving J.Crew and The Real Housewives to Reinvent Herself
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
- Sep 2, 202659 min
Hannah Berner: Leaving Reality TV, Starting Giggly Squad & Finding Her Confidence
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
- Aug 26, 20261h 3m
Lindsey Vonn Was #1 in the World When She Crashed. Will She Ever Race Again?
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
- Aug 19, 202650 min
Redefining Luxury: How Marie-Louise Sciò is Building A Resort Empire
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
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About Pretty Tough with Maria Sharapova
Five-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.
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