MY OTHER LOVE

IRON

will

This paddling legend, who also made history at the age of 15 as the first person to win the Junior and Senior Ironman titles on the same day, has a steely determination within life and golf 

BY GRANT SHUB 

Athlete turned cancer warrior Oscar Chalupsky, who continues to fight the dreaded disease with an indomitable spirit, has had an enduring love affair with golf ever since he first teed off in 1989.


After being banned from the World Surfski Marathon Championships owing to South Africa's apartheid-forced sporting isolation at the time, Chalupsky spent those dark days honing his golf game. The Westville Boys' High School alumni went from 24 to a scratch handicap within a year. Chalupsky, who unofficially won the World Surfski Marathon Championships 12 times and is a member of Royal Durban Golf Club, has a competitive edge which courses through his veins. It's seen him become successful in sport and business – he runs a surfski production line and mobile network.

When it comes to golf, Chalupsky is currently a 0.5 index and last played in February at the NTT Data Pro-Am at Fancourt with close friend Ernie Els and others. In 2025, he won the BCX Golf Cup with Schalk Brits as his partner at Zimbali and took the individual competition at the 2025 Absa SuperSport Shootout.


Chalupsky has always been a natural sportsman. He played SA Schools water polo, and tennis, table tennis, snooker, darts and rugby at high level. He says his ability to excel at the aforementioned sports, along with golf, came down to his steely determination coupled with practice. Chalupsky is a self-professed perfectionist when it comes to sport but has the mental fortitude to marry it with skill when it matters most. For him, it's between the ears that really tells.


'Golf, like paddling on the ocean, is about navigating which is the best way to go,' says Chalupsky from Cape Town's Southern Suburbs ahead of another round of cancer treatment for multiple myeloma and melanoma. 'People say practice makes perfect but I live by the adage of practice makes permanent.'

SHORT GAME

South Africa has plenty great courses …
Undoubtedly! I particularly love Fancourt as it has the three different courses – Outeniqua, Montagu and my favourite, The Links.

Do you watch much golf on TV?
I spend a lot of time watching golf, but there's a special slot for The Masters and The Open Championship. Those two Majors simply can't be missed.

Over the years who have you played most rounds of golf with?
When I was in Durban I had a regular school where we played nine holes at Royal Durban every Tuesday. We had a group of about 15 guys. The most rounds of golf have been with my brother Herman, Sean McCarthy, Len Nel and Richard Barrow.

You were part of South Africa's 1992 Olympic team in Barcelona. Have you played golf with any of your ex-teammates from that vintage?
Yes, I have played with a few mates from that squad over the years. But I still don't think golf – or tennis for that matter – should be in the Olympics. Golfers and tennis players have their own Majors and Grand Slams to play for each year, so I don't see why they should also get a bite at the Olympics every four years. There's also the money aspect. The golfers make a fortune winning Majors as it is.

By the age of 11, Chalupsky was waking up at 4am to train for three hours before heading to school. He was training three times a day when other schoolboy athletes were training three times a week, which speaks to his champion mindset. He believes that if golf had entered his consciousness at that early stage, he probably would have gone professional. Chalupsky's father, Springbok paddler Paul, led by example and provided his son with the tools to where he wanted to go, but it was ultimately up to Oscar to put in those 10 000 hours.


These days Chalupsky says he would rather spend money on coaching than equipment and always asks for beginner golf clubs instead of the latest and greatest high-end technology. He reveals that he followed the same approach in his sport and made use of a beginner surf ski because he wanted to make the job easier, not harder for himself. 'I could play with blades on the course,' he says, 'but I prefer to utilise the easiest clubs which posssess the biggest sweet spots.'


Chalupsky says sport has always been his form of therapy and golf allows him to connect with like-minded individuals. He adds that when he takes to the course he is always so intense because he has a burning desire to win. 'And when I lose it means I've done something wrong and I learn from that and take it as a win,' he says.

'When I lose it means I've done something wrong and I learn from that and take it as a win. You learn consistency through failure'

'You learn consistency through failure but some of the professionals don't do it yet. Wilco Nienaber serves as a perfect example. He has talent like you cannot believe but doesn't win often enough,' says the 63-year-old 1992 Olympian.


In terms of Chalupsky's dream fourball, for the longest time it consisted of Ernie Els as his partner against the American duo of Tiger Woods and Fred Couples. However, with Couples getting a bit long in the tooth now scratching his mid-60s, Chalupsky would like to tee off against Woods and the current world No1 Scottie Scheffler, who boasts 20 PGA Tour victories and most recently claimed the coveted American Express when he shot 27-under-par to win by four strokes.


Meanwhile, Woods' body may be battered but Chalupsky, who won his last race at the age of 49 against youngsters, admires the American's longevity in the game. 'Tiger has abused his body with stupid errors but he's still talented beyond most people,' he says. Chalupsky believes that if Woods were to join the senior tour the prize money would double. Nonetheless what the pair have in common is the motto, 'no retreat, no surrender' which is the title of Chalupsky's book with Graham Spence. Having sold over 10 000 copies, an updated edition is now on sale nationwide.

Oscar Chalupsky's swing is backed up by a steely 'never-give-up' attitude

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