Meet Coach Chalupsky

The man.  The myth.  The Legend.

Oscar Chalupsky is a South African paddler, World Surfski Champion and one of the most well recognized watermen in the world.  One of the most decorated athletes in the water realm of sports, his resume spans over an incredible 45 years, with few paddlers holding a record comparable to this. His effortless technique and knowledge of the ocean has seen him achieve results some athletes can only dream of including 12-time Molokai World Champion, multiple winner of the kayaking and surf lifesaving. What’s outstanding about Oscar is his longevity and tenacity which has seen him take on and beat athletes over 30 years his junior. In 2012, at 49 years of age, Oscar took home his 12th Molokai title, 29 years after his maiden win -- a truly inspiring result.

Oscar’s many successes have inspired the paddle sports world and left people wondering how he does it. In a bid to answer these questions Oscar conducts surf ski clinics around the world which teach paddlers how to train, race and win using his methods and technique. With thousands of people already beneficiaries of Oscars expertise, he has left an everlasting impression on this community. Oscar Chalupsky is larger than life, a legend, and known for his particular sense of humour; the way he is able to light up a room with his energy and passion. Oscars service to the paddle sports community has already spanned over 36 years and lucky for us, there is no signs of him slowing down and for this Oscar is a deserving nominee for the Lifetime Achievement awards.


Achievements

1979

  • Youngest Springbok / South African Lifesaver Victorious in Test against USA 
  • Won all SOUTH AFRICAN Junior sprints canoeing from U16, U18 

1980

  • 1st person in the world & in the history of Surf Lifesaving to win Junior & Senior Iron Man 
  • 3rd SOUTH AFRICAN Wild Water Champs 

1981


  • 1st person in the world and in the history of Lifesaving to win Junior & Senior Victor Ludorum
  • Youngest person to win 244km Port Elizabeth to East London Paddle Ski / Ocean Kayak Race
  • 2nd in Sella Descent, Biggest Canoe Race in the world held in Spain
  • SOUTH AFRICAN Junior Sportsman of the year. 

1982


  • Springbok / South African Lifesaving Team test against USA - Victorious
  • SOUTH AFRICAN Iron Man Champion 
  • SOUTH AFRICAN Paddle Ski / Ocean Kayak Champion 

1983


  • Winner of World Paddle Ski / Ocean Kayak Championships ie Molokai to Oahu (Hawaii), Beat 4-time winner Grant Henny from Australia, who won the Bronze Olympic Medal 
  • Winner of 244km Port Elizabeth to East London Paddle Ski / Ocean Kayak Race 
  • Springbok / South African Lifesaving Team 
  • Springbok / South African Paddle Ski / Ocean Kayak Team 
  • SOUTH AFRICAN Body Boarding Champion 
  • SOUTH AFRICAN K1 Canoeing Champion 
  • Natal Sportsman of the Year 

1984


  • 2nd time winner of World Paddle Ski / Ocean Kayak Championships in Hawaii 
  • SOUTH AFRICAN Iron Man Champion
  • Springbok / South African Paddle Ski / Ocean Kayak Champion 
  • SOUTH AFRICAN Ski Champion 

1985


  • 3rd time winner of World Champion Paddle Ski / Ocean Kayak in Hawaii 
  • World Canoeing Champion, Spain, Sella Descent, 2000 participants & 500,000 spectators 
  • Winner of 244km Port Elizabeth to East London Paddle Ski / Ocean Kayak Race 
  • Springbok / South African Canoeing Team 
  • Springbok / South African Paddle Ski / Ocean Kayak Team 
  • 2nd place in Berg River Canoe Marathon 
  • SOUTH AFRICAN K2 Canoeing Champion 3rd place in Dusi Canoe Marathon 
  • SOUTH AFRICAN Paddle Ski / Ocean Kayak Champion 

1986


  • 4th time winner of World Paddle Ski / Ocean Kayak Championships in Hawaii
  • Springbok / South African Canoeing, Lifesaving & Paddle Ski / Ocean Kayaking 
  • SOUTH AFRICAN K2 Canoeing Champion 
  • Winner of SOUTH AFRICAN Premier Down River Canoeing Race Umkomaas Marathon 
  • 2nd by 1 sec in the Sella Descent, held in Spain 
  • SOUTH AFRICAN Iron Man Champion 
  • SOUTH AFRICAN Paddle Ski / Ocean Kayak Champion 

1987


  • 5th time winner of World Paddle Ski / Ocean Kayak Championships in Hawaii
  • Springbok / South African Lifesaving, Canoeing & Paddle Ski / Ocean Kayaking Teams 
  • Winner of Australian Paddle Ski / Ocean Kayak Race in Newcastle 
  • SOUTH AFRICAN Paddle Ski / Ocean Kayak Champion Winner Umkomaas Canoe Marathon 

1988


  • 6th time winner of World Paddle Ski / Ocean Kayak Championships in Hawaii 
  • West German National Canoeing Team 
  • Springbok / South African Lifesaving, Canoeing & Paddle Ski / Ocean Kayak Teams 
  • 3rd in SOUTH AFRICAN K2 Canoeing Championship 
  • Winner of 244km Port Elizabeth to East London Paddle Ski / Ocean Kayak Race 
  • SOUTH AFRICAN Paddle Ski / Ocean Kayak Champion 

1989


  • 7th time winner of World Paddle Ski / Ocean Kayak Championships, Beat double Gold Olympic Medalist, Greg Barton (USA), in World Paddle Ski / Ocean Kayak Champs. 
  • Springbok / South African Lifesaving Captain, Successful tour to Taiwan against Australia, Hong Kong, Taiwan & Japan 
  • Springbok / South African Paddle Ski / Ocean Kayak Colors
  • 1st place in Umkomaas Marathon 
  • SOUTH AFRICAN Iron Man Champion 

1990

  • I of 10 Finalists in 'Sportsman of the Decade' 

1991

  • Reduced Golf Handicap from 24 to 4. (Sporting isolation year)

1992

  • Springbok / South African Lifesaving Team, Tour to Australia 
  • Olympic Canoe Team Barcelona, ​​Spain 
  • Olympic Captain 

1994

  • 8th Time Winner of World Paddle Ski / Ocean Kayak Championships in Hawaii 
  • Winner of the Port Elizabeth, East London Paddle Ski / Ocean Kayak Race 

1996

  • Winner of the Port Elizabeth, East London Paddle Ski / Ocean Kayak Race

1997

  • Completed Dusi Canoe Marathon, Pietermaritzburg to Durban, with Naas Botha (former South African Rugby great) 

1998

  • Winner of the Heineken International Paddle Ski / Ocean Kayak Race, Tahiti, French Polynesia 
  • Winner of the Port Elizabeth, East London 244km Paddle Ski / Ocean Kayak Race 
  • Completed Dusi Canoe Marathon, Pietermaritzburg to Durban, with Clive Barker (Former South African Soccer Coach) 

1999

  • 2nd in World Paddle Ski / Ocean Kayak Championships in Hawaii 
  • Winner of the Heineken International Paddle Ski / Ocean Kayak Race, Tahiti, French Polynesia 
  • 2nd in 60km World Sea Kayak Championships, Canada, 2nd to brother Herman by 10 seconds
  • Winner of International Ocean Kayak Race, on the Chao Praya River, Bangkok, Thailand 
  • Winner of International Ocean Kayak Race in Miami, Florida 
  • Completed Dusi Canoe Marathon, Pietermaritzburg to Durban, with Doctor Khumalo (South African Soccer Player)

2000

  • 9th Consecutive win at World Paddle Ski / Ocean Kayak Race in Hawaii 
  • Winner of 65km Cape Point Ocean Kayak Race Cape Town 
  • 3rd Place in the Heineken International Paddle Ski / Ocean Kayak Race, Tahiti, French Polynesia 
  • Completed Dusi Canoe Marathon, Pietermaritzburg to Durban, with Peggy Sue Khumalo (former Miss South Africa) 

2003

  • Record 10th win at the Molokai World Surf Ski Championship 

2004

  • Finished second at the Molokai World Surf Ski Championship 

2005

  • Record 11th win at the Molokai World Surf Ski Championship

2006

  • Finished second at the Molokai World Surf Ski Championship