Cheslin Kolbe | On money and life after sport

In this episode of Everything Counts: Sports Edition, Investec ambassador wing/fullback Cheslin Kolbe reflects on his journey from modest beginnings in Cape Town to the biggest stages in world rugby, and the financial lessons that have shaped his life.

Early financial lessons

Kolbe’s relationship with money began early. Growing up, he received small amounts of pocket money – just one or two rand a day. Instead of spending it immediately, he learned to save.

By the weekend, those small amounts added up. It was a simple habit, but one that laid the foundation for financial discipline.

His father played a key role, teaching him to think carefully before spending. Even without formal financial training, those early lessons stayed with him.

Life wasn’t always easy. Kolbe recalls doing chores like washing dishes and cleaning the yard just to earn extra money. Some days, there was nothing to take to school. But those experiences built appreciation and resilience – values that still guide him today.

Earning his place

Kolbe’s rugby journey was far from straightforward. For years, he struggled to progress through provincial trials, often being told he was too small.

From under-12 to under-14 level, opportunities were limited. At one point, he considered giving up.

At 16, he made a decision: one final attempt. He committed fully – and it paid off. He made it through all rounds of trials and earned a place in the Western Province system.

That moment changed everything.

Learning on and off the field

When Kolbe signed his first professional contract, the experience was overwhelming. Suddenly earning a salary after growing up with limited means felt surreal.

Like many young athletes, he made impulsive decisions. His first major purchase was a car.

Looking back, he recognises it wasn’t the smartest financial move. Cars depreciate quickly, and he didn’t benefit financially when selling it later. But it was an important lesson – one that shaped how he approaches money today.

Kolbe is open about the mistakes he’s made. Beyond his first purchase, he also spent money entertaining others and trying to keep up with expectations.

It’s a common trap for young professionals, particularly athletes who begin earning early.

His advice today is simple: if something doesn’t add value to your future, think twice.

From saving to investing

As his career progressed, Kolbe realised that saving alone wasn’t enough. Understanding how money grows became essential.

With the support of financial advisers and his wife, who plays a key role in managing their finances, he began exploring investments, offshore opportunities and long-term planning.

This shift brought peace of mind.

For Kolbe, financial stability isn’t just about wealth – it’s about focus. Knowing his finances are in order allows him to perform without distraction.

Planning for life after sport for athletes

Professional rugby careers are short – often just 10 to 15 years.

Kolbe is acutely aware of this reality. Injuries or unexpected events can change everything, which is why planning ahead is essential.

While he hasn’t fully defined his next chapter, he is already laying the groundwork through disciplined investing and long-term thinking.

One of his guiding principles is distinguishing between needs and wants. If you have to think twice about a purchase, you probably don’t need it.

What Cheslin’s teaching his kids about money

As a father, Kolbe is intentional about passing on financial values.

He encourages his children to earn and save their own money, even in small ways. Whether helping at home or working towards something they want, the lesson is clear: money must be earned and managed responsibly.

Giving back and staying grounded

Despite his success, Kolbe remains grounded. He credits his parents, coaches and support system for shaping his journey.

His story is not only about personal achievement, but about using his platform to create a positive impact.

In professional sport, careers may be short and unpredictable – but financial discipline determines how long your success lasts. Talent may open the door, but the decisions you make with money shape everything that follows.