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Oscar Chalupsky

Oscar Chalupsky, Olympic athlete and 12-time Molokai winner, empowers organizations to push beyond limits and achieve lasting success.

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Knowing Oscar and how he charges at the challenges thrown at him I was keen to see how he balanced his infamous confidence with this new challenge that I could not pretend to comprehend. I heard an Oscar that balanced the sheer force of his personality with a sense of humility and gratitude that was inspiring. The challenging humour levelled at his competitors was delivered with both a sense of his inimitable confidence and respect. The balance of wit and win was great and clearly paved the way for his biggest challenge ever. He made something that would have broken the best of us somehow uplifting and reassuring and that there are two ways to tackle seemingly insurmountable hardships… either throw in the towel or draw on all your inner strength and those close to you and stare it in the eye. That’s what Oscar did.

Dale Tomlinson

CEO The Hardy Boys

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Why you should book Oscar Chalupsky for your next event

Discover how Oscar Chalupsky’s journey from a young champion to a 12-time Molokai winner demonstrates the power of perseverance and resilience, equipping your team with tools to overcome any challenge.
Learn from Oscar Chalupsky’s methods for peak physical and mental performance, translating his world-class endurance training into actionable practices for your team’s success.
Leverage Oscar Chalupsky’s unmatched record of 12 Molokai Surfski titles to inspire your team with lessons on achieving sustained success and mastering peak performance.

Unlock peak performance with Oscar Chalupsky, a 12-time World Molokai Surfski Champion and Olympic spokesman. His record-breaking career, marked by overcoming age and obstacles, offers unparalleled insights into resilience and motivation. By booking Oscar, you’ll empower your team with proven strategies for setting and achieving ambitious goals, and turning challenges into triumphs. Don’t miss the chance to inspire excellence and drive success with a true champion’s perspective.

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Keynotes

Keynote by speaker Oscar Chalupsky: Business Leadership and Entrepreneurship

Insights from my own career as a successful business leader and entrepreneur, offering strategies for growth, innovation, and effective leadership.

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Keynote by speaker Oscar Chalupsky: Sports and Performance Psychology

Drawing from my experience as a world-class athlete, I am 12x World kayaking champion over 30 years. I discusses the mindset required for high performance in sports and business, focusing on motivation, resilience, and peak performance strategies.

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Keynote by speaker Oscar Chalupsky: Health and Wellness

Given my experiences, I often speaks about maintaining physical and mental health, including fighting serious health challenges such as cancer. I have an incurable cancer called Bone Marrow Cancer or Multiple Myeloma I have been at stage 4 levels 3 times.

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Keynote by speaker Oscar Chalupsky: Team Building and Collaboration

Lessons on how to foster teamwork and collaborative success in corporate and competitive settings.

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Keynote by speaker Oscar Chalupsky: Overcoming Adversity

Sharing personal anecdotes and lessons learned from overcoming various life challenges, including his battles with health issues.

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Keynote by speaker Oscar Chalupsky: Motivation and Inspiration

Inspiring stories from his career and life experiences designed to motivate audiences to pursue their goals with passion and perseverance.

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Customer Reviews

Dale Tomlinson CEO The Hardy Boys

When I think back to what I read you could be a guy from another planet – all fiction! I have never come across anyone before with such a strong mind / will to win / self-confidence. I don’t think the vast majority of people have a clue about the extent of your wins all around the world – mind-boggling! I also think the way you’ve set the book up with lessons at the end of each chapter is excellent! I have given the book to my son who is a good /keen sportsman and he was aghast when I gave him a short summary – so I know he’ll love it and he will pass it on to his mates! Oscar, it was a privilege meeting you and Clare and I will always marvel at what you’ve achieved! And I know with your attitude, your cancer will be overcome!<br>All the very best Oscar.

Rob Berry BMW

Oscar Chalupsky

Winning Through Relentless Determination

Keynote Speaker Oscar Chalupsky is renowned for his unparalleled achievements in the world of canoeing and his exceptional ability to inspire. With a career marked by 12 World Molokai Surfski Championships, multiple victories at the Umkomaas River Marathon, and representing South Africa at the 1992 Barcelona Olympics, Oscar embodies the pinnacle of dedication, resilience, and performance.

As an Oscar Chalupsky motivational speaker, he brings invaluable insights into overcoming obstacles, setting and achieving goals, and maintaining peak performance. His journey from winning Ironman titles at just 15 to clinching his 12th Molokai title at 49 offers a unique perspective on leveraging experience and tenacity to drive success.

When you book Oscar Chalupsky for your event, you gain access to a speaker who not only has a storied athletic career but also delivers powerful, actionable strategies for personal and professional growth. His presentations are crafted to motivate teams, boost morale, and inspire individuals to push beyond their limits.

Oscar Chalupsky’s booking provides an opportunity for organizations to benefit from his proven track record of excellence and his dynamic approach to overcoming challenges. Secure a session with this legendary athlete and motivational expert to elevate your event and empower your audience.