Winning The Away Game

Bryan Habana & Orrin Klopper: Starting Again After Success


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We kick off Winning the Away Game with two South African powerhouses who know what it means to leave home, hit rock bottom and start again.
World Cup–winning Springbok legend Bryan Habana joins us alongside Orrin Klopper, CEO of NetSurIT, a global MSP that started as a student side hustle and now operates across South Africa and the US.
Together we explore what it really takes to reinvent yourself when the game changes – whether that game is international rugby or high-stakes business.
Bryan went from watching the 1995 Rugby World Cup at Ellis Park and dreaming of the Springbok jersey, to playing for Toulon’s “Galacticos” and then facing forced retirement… But what came after?
Orrin got his start by getting expelled from some schools selling hot dogs and porn, to losing major clients and rebuilding the business model in the middle of a pandemic… this episode is a masterclass in resilience, unlearning and purpose-driven leadership.
In this episode we talk about:
How King Edward VII School shaped both Bryan and Orrin
What really happened when Bryan moved to Toulon – and why it wasn’t all sunshine and trophies
Orrin’s brutally honest story of personal crisis, business mistakes and deep self-work
The 5 traits Bryan believes every successful person needs beyond sport or business
How Orrin’s “dream book” system spurs his team to new heights
How Paymenow and NetSurIT are trying to build businesses that genuinely change lives
If you love Springbok rugby, big business pivots, and honest conversations about identity, transition and family, this first episode sets the tone for the whole series.
About Winning the Away Game:
We are Justinus Adriaanse and Flip van der Merwe. Connect with us on LinkedIn.
Got a guest you’d love to see on the show? - Drop some suggestions in the comments and we’ll try to get them on the show.
And if you have a question you think we should ask our guests? Let us know.
Winning The Away Game is available on YouTube, Apple, Spotify, and on the Winning The Away Game website at www.wtagpodcast.com.
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Winning The Away Game is produced by Jonathan Warncke
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Winning The Away GameBy Ping Productions