Meet Francesco

Why Checkout.com?

For Francesco, joining Checkout.com was about stepping into a business with momentum and a market with room to shape. The US was still in its early innings when he joined, which made the opportunity especially compelling. It was not about inheriting something already built but about helping define what came next.

“When you get the chance to jump on a rocket ship, you don’t stand around asking how or where to climb aboard, you just get on. The pull was the rare chance to help build it from the ground up rather than inherit something finished.”

That sense of possibility has continued to define Francesco’s experience. Checkout.com has given him the space to stretch, lead and grow beyond the boundaries of a narrow role, while working alongside people with the same drive to build something meaningful. For Francesco, the ambition of the business is matched by the calibre of the people around him and that combination is what keeps the opportunity exciting.

“Checkout.com genuinely fuels my ambition. I’ve been given real leeway and rope to grow my career, not a narrow lane. And most importantly, the team: we’re all building toward the same goal, and getting to work every day alongside people I respect and admire is what’s kept me here.”

Better Every Day

The operating principle that resonates most with Francesco is Better Every Day. In a commercial environment, where pace, complexity and resilience are part of the role, progress is rarely linear. What matters is the ability to learn quickly, adapt with intent and turn every experience into sharper judgement for the next opportunity.

“The heart of it is that it’s OK to make mistakes, what matters is that you fail fast, learn from it and come back better. Every setback is just a data point that makes you sharper for the next one.”

That mindset shapes how Francesco leads and how he thinks about performance. Success in sales is not built on perfect weeks or easy wins. It is built through preparation, consistency and the ability to keep improving even when the path is not straightforward. For Francesco, Better Every Day is not simply a principle but a standard for how strong teams compound over time.

“The teams and the people who live by that principle are the ones who compound and pull ahead.”

Building momentum in the US

Francesco believes this is a defining moment to join Checkout.com in the US. The region has the energy of a market still being built, with the credibility, scale and backing of a global payments business behind it. 

“The growth is off the charts. We’re the fastest growing region in the company with the largest uncaptured market share still ahead of us. We’re still in the early innings of our success here.”

What makes the US opportunity distinctive is the balance between maturity and momentum. The foundations are in place, but there is still significant space to build, influence and grow. For Commercial talent, that creates a rare environment, where enterprise sales sits at the centre of the fintech ecosystem, with the chance to shape customer relationships in a market that is still accelerating.

“It almost feels like a maturing startup with the full backing of a scale up organization. If you want to succeed in an enterprise role right at the heart of the fintech ecosystem, and payments is the backbone of all of it, there isn’t a better seat.”

Variety in action

One of the things Francesco values most about Commercial at Checkout.com is the variety. The work is fast moving, customer led and rarely predictable. A week might move from solving a complex deal with the team, to travelling across the country to meet a major prospect, to preparing for an industry conference or spending time together outside the usual rhythm of meetings and calls.

“What I like most about my days and my team’s, is the sheer diversity of them. One day it’s problem-solving a complex deal as a group, the next it’s flying across the country to meet a major prospect at their office, or prepping for a conference, or just getting everyone out for a night at the Comedy Cellar. No two weeks look the same.”

That variety demands adaptability, but it also creates energy. In Francesco’s view, the best Commercial teams are the ones that can move through the highs and lows with perspective, stay close to each other and keep building momentum. That is where Checkout.com’s values show up most clearly, in the way people respond, regroup and move forward together.

“Some days are better than others, that’s sales but we always find the bright side and keep moving. That mix is Better Every Day and One Team in action: stay curious, keep improving and do it together.”

Team spirit

Francesco describes the culture at Checkout.com as ambitious without ego. People are driven, but not at the expense of collaboration. There is a shared desire to win, paired with a genuine willingness to support one another along the way.

“The team spirit is my favourite part of the culture here. Everyone here is hugely ambitious, but it’s collaborative and friendly. No egos, no politics, just people who want to win together.”

That culture has had a direct impact on how Francesco leads. For him, leadership is not about distance or hierarchy. It is about being close to the work, present with the team and accountable for setting the tone. In an environment built on trust and low ego, that means showing up in the same way you expect others to: prepared, engaged and willing to get into the detail.

“If the culture runs on low ego and having each other’s backs, then that has to start with me being in it with the team, not watching from above. Checkout.com is a genuine work hard, play hard environment and what I love is that it gives me the freedom to do both.”

Enjoying the climb

Francesco’s guiding principle is give everything to what is within your control and let go of the rest. In practice, that means focusing on preparation, effort and the energy he brings to his team. It is a mindset that helps him stay grounded through the pressure and pace of commercial work, while keeping sight of the bigger picture.

“Give everything to what you can control, have fun doing it and don’t lose sleep over the rest. What I can control is my and my team’s effort, our prep and the energy I bring and on those I go all in, every time.”

For Francesco, enjoying the process is not separate from ambition. It is part of what makes ambition sustainable. Outside of work, he is passionate about food, travel, sport and spending time with friends, often finding ways for those passions to overlap with the connections he builds at work. Whether it is a team dinner after a cross-country trip or getting together for soccer or volleyball, the same principle applies: work hard, stay connected and make the experience count.

“The ‘having fun’ part isn’t a throwaway either; the people who enjoy the climb tend to be the ones still standing at the top of it.”

Come hungry, leave your ego at the door

Francesco’s advice for anyone considering a career in Commercial at Checkout.com is to recognise the scale of the opportunity, but come with the mindset to match it. The US market offers the credibility of a global brand and the upside of a region with significant growth ahead. For people who want ownership, pace and the chance to build, it is a compelling place to be.

“Come for the opportunity, because it’s a rare one, a global brand’s credibility paired with upside in the fastest growing market in the company. But come hungry and leave your ego at the door. You don’t need a polished payments CV; you need grit, curiosity and the willingness to think a few moves ahead.”

What matters most is not a perfectly linear background or a traditional payments CV. It is curiosity, resilience and the ability to think commercially while building trust with customers and teammates. For Francesco, Checkout.com gives people the autonomy to treat their role like their own business, with the support of leaders and colleagues who are in the work alongside them.

“You’ll be trusted to treat a sales role like your own business, with leadership right there to support you, surrounded by people you’ll actually want to win alongside.”

Shape the future with Checkout.com

At Checkout.com, people like Francesco are helping build the future of payments in one of our most exciting growth markets.

With a culture built on ambition, ownership and collaboration, Checkout.com gives Commercial teams the opportunity to solve complex challenges, build trusted customer relationships and make a meaningful impact on the business.

Are you ready to grow your career in a team where ambition and collaboration go hand in hand? Discover opportunities at Checkout.com and help shape what comes next.

Explore opportunities across our teams and be part of what comes next.