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Why Checkout.com?
After retiring from professional swimming, Toby began exploring career options in the corporate world. Checkout.com quickly stood out.
“I saw so many similarities between elite sport and the culture at Checkout.com.” The operating principles really resonated with me. I spoke with someone already working here, and that sealed it for me.”
And as someone who once consumed 7,000 calories a day in training? “The free breakfast and lunch didn’t go unnoticed!”
#Athlete Mindset
Living the Athlete Mindset isn’t new for Toby. It’s how he lived every day of his professional sports career. Now in the fast-paced Commercial Team, Toby applies the same principles to help his team hit targets, adapt to change, and build strong relationships across the business.
“Planning, consistency, hard work. That’s how you reach the top in sport. And it’s how I approach work at Checkout.com. We work at speed, but with purpose. And we support each other the way a team should.
Show up. Stay consistent. Perform.
For Toby, high performance has always been rooted in a simple idea: stay calm, stay happy, and the results will follow.
“A happy swimmer is a fast swimmer. It helped me stay calm and enjoy the process. That mindset usually led to better performances,”
As a professional swimmer, Toby trained with consistency at the core - ten solid sessions a week over a few spectacular ones. Today, he applies that same mindset at Checkout.com: building strong, sustainable processes that deliver results over time. Because when you show up with energy and balance, performance isn’t a push - it’s a rhythm.
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Making waves beyond work
Toby’s passion for water goes far beyond sport. This summer, he’s organising a 100km swim along the River Thames to raise awareness for water pollution in the UK.
“After swimming in the Seine at the Olympics, I became passionate about cleaning up our natural waterways,” he explains. “This swim is about creating a legacy and sparking action.”
A culture built on principles
At Checkout.com, performance isn’t left to chance, it’s built into the way we work. For Toby, the Operating Principles are more than just words. They’re a practical toolkit.
“They’re not just buzzwords. They’re a framework. When I hit a challenge, I come back to them. They ground me and help me move forward with focus.”
Whether it’s staying fundamentally positive, leaning into the athlete mindset, or thinking like an owner, these principles guide decisions, sharpen thinking, and fuel action. It’s culture made actionable and it makes all the difference.
Embrace the challenge, enjoy the journey
For Toby, performance isn’t just about hitting monthly targets. It’s about momentum. It’s about showing up with intention, supporting the people around you, and finding meaning in the process - not just the outcome. Because whether you’re preparing for an Olympic final or a high-stakes client pitch, progress comes from consistency and joy is what keeps you going.
“My advice is embrace the challenge and enjoy the journey”
Shape the future with Checkout.com
From Olympic competition to global commerce, Toby’s story proves that performance is a mindset and it can take you anywhere.
Ready to explore your potential and create impact with global impact?
Join a team where bold ideas, diverse perspectives, and ambition thrive.
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