Oscar In Numbers

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Countries Spoken In

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Videos Viewed

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Paddled 3X Around The World

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World Surfski Champion

Oscar Chalupsky

Corporate and Motivational Speaker, Mentor, Coach,
12x World Champion, Published Author, Cancer Warrior

Captivating Speaker

Audiences of all ages around the world have been captivated by Oscar Chalupsky‘s talks. As an Olympic team spokesman and participant representing SA in the 1992 Barcelona Olympics, 12x world champion in the extreme sport of Paddle Ski / Ocean Kayaking, Oscar is an inspiring and motivating speaker who shares stories on the power of the mind and will to overcome challenging times.

Oscar also brings his bestselling book on sports, business and personal psychology to his talks, showcasing how to tap into your inner potential and cultivate a winning attitude. His presentations are sure to leave your audience feeling energized and inspired.

Discover ‘Your’ Best Oscar

Oscar is both an accomplished speaker and mentor. He has learned lessons in competitive sport, the complex world of business and more recently the fight against cancer. He shares these learnings freely and with a passion so that others can learn from his experiences and in doing so navigate their own life obstacles more confidently.

Through Adversity There Is Opportunity

No Retreat, No Surrender

The inspiring story of a world-champion sportsman and cancer warrior.

Oscar Has Spoken At

CORPORATE SPEAKER

COACH

CANCER WARRIOR

Testimonials

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

​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!
All the very best​ Oscar.​

Rob Berry
BMW

News Updates

Ninety One – London, UK

Excited to share the incredible experience I had delivering a motivational talk for the amazing team at Ninety One London. A heartfelt thank you goes…