Maria Sharapova’s centre court tricks for the boardroom

Masters of Scale28mApril 28, 2026

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AI-Generated Summary

In this episode of Masters of Scale, host Bob Safian sits down with tennis legend Maria Sharapova to explore the parallels between elite sports and high-stakes business. Sharapova, a five-time Grand Slam champion and former world’s highest-paid female athlete, shares how her career on the court forged a unique business mindset—built on discipline, emotional resilience, and strategic decision-making. From negotiating her first endorsement deal at age 17 to serving on the board of Moncler, she reflects on the transition from athlete to entrepreneur, emphasizing the importance of composure, adaptability, and knowing when to say no. She discusses her investment portfolio, the lessons from her failed candy brand Sugarpova, and the emotional toll of failure—all while highlighting the mental agility required in both sports and business. The conversation reveals that while the physical demands differ, the psychological intensity, pressure to perform, and need for instinctive reaction under uncertainty are strikingly similar. Sharapova also introduces her new podcast, *Pretty Tough*, which explores the duality of strength and vulnerability in high-achieving women. Drawing from her own journey—balancing motherhood, fame, and business—she champions authenticity and emotional honesty as essential leadership traits. The episode closes with a powerful reminder: success in both tennis and business isn’t about perfection, but about deliberate action, resilience, and the ability to stay composed in chaos. Her insights offer a blueprint for leaders navigating unpredictable environments with clarity and courage.

Key Takeaways
1

Composure is a critical leadership skill—how you react under pressure shapes how others perceive and respond to you.

2

The ability to say no is essential for focus; you can do anything, but you can’t do everything.

3

Failure is a teacher—every loss and setback offers valuable lessons that fuel growth.

4

Business and sport both require mental agility: planning for peak performance while adapting to real-time change.

5

Authenticity matters: being both strong and soft, tough and tender, is not a contradiction but a strength.

…and 3 more takeaways available in PodZeus

Chapters
0:00
5 min

Sponsor: Deal – Scaling Global Teams

Introductory ad for Deal, a platform that simplifies global hiring, payroll, compliance, and onboarding for fast-growing companies. Highlights its use by over 40,000 startups and encourages listeners to visit deal.com/slash/MOS.

5:00
5 min

Announcement: Masters of Scale Summit 2026

Jeff Berman announces applications are open for the Masters of Scale Summit in October 2026 in San Francisco, inviting founders and innovators to join a curated community of leaders shaping the future.

10:00
5 min

Maria Sharapova’s Journey from Tennis to Business

I was 17 years old. What do I know about money? But for him to say, just be there.

Highlight
15:00
10 min

The Business of Fame: Negotiating Early Deals

You take this one, people will see your face, will know your name, and that will grow into bigger things.

Highlight
25:00
10 min

From Athlete to Boardroom: The Moncler Experience

I took it as an opportunity to learn. I mean, you know, sitting in a room with Ramu Ruffini talking about, you know, a potential succession plan...

Highlight
High-Impact Quotes
You can do anything. We just can't do everything.
Maria Sharapova16:21
Viral: 90.0
I was 17 years old. What do I know about money? But for him to say, just be there.
Maria Sharapova7:29
Viral: 88.0
You want to stay pretty and you want to stay tough. And then you also have to be pretty tough.
Maria Sharapova27:51
Viral: 87.0
Speakers

Host

Bob Safian

Guest

Maria Sharapova
Topics Discussed
Athlete to Entrepreneur Transition95%Vulnerability and Authenticity in Leadership92%Mental Agility and Adaptability90%Emotional Resilience in Business90%Boardroom Leadership and Governance88%Failure as a Learning Tool87%Strategic Decision-Making and Prioritization85%Brand Building and Endorsements80%
People & Brands

Maria Sharapova

person

45xPositive

Bob Safian

person

15xPositive

Moncler

organization

8xPositive

Pretty Tough

media

6xPositive

Nike

organization

6xPositive

Wimbledon

other

5xPositive

Serena Williams

person

4xPositive

Sugarpova

organization

4xNeutral

Zoe Saldana

person

3xPositive

US Open

other

3xPositive

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