Director, Head of Commercial - Southern Europe

Company Description

We’re Checkout.com. You might not know our name, but companies like eBay, Spotify, Klarna, Uber, and Sony do, because we’re behind many of the digital experiences you use every day.

We are where the world checks out, enabling over 10 billion transactions daily for more than one billion global shoppers.

Whether you want to book a holiday, order food, renew a subscription, or check out online, there’s a good chance our tech powers the payments behind the scenes. Our platform helps the most ambitious businesses deliver effortless digital experiences, at scale.

If you want to do career-defining work, we’ve come to the right place. We move fast, think globally, and believe great teams are built by hiring exceptional people with conviction, curiosity, and the desire to make an impact.

Role overview | Remit and Responsibilities

• Drive Revenue Growth: Lead the strategic commercial direction for Spain and Italy, ensuring the team meets and exceeds aggressive quota targets.
• Team Leadership & Scaling: Manage and upskill a pod of Sales Account Executives, while leading the charge on hiring to expand our regional footprint.
• Cultural Architect: Serve as the most senior leader on the ground in Barcelona, taking full ownership of the office culture, driving engagement, and building a high-performance environment.
• Direct Deal Execution: Actively participate in the sales cycle for enterprise logos, leveraging your network to close complex, high-value contracts.
• Operational Accountability: Ensure total individual and team accountability; you will treat the team's targets as your own, managing performance rigorously and addressing non-performance early.
• Cross-Functional Collaboration: Partner closely with the Hiring Manager, Solutions Engineering, and Account Management to ensure technical and commercial alignment.
• Regional Advocacy: Act as the face of Checkout.com in Southern Europe, dispelling legacy market perceptions and building a best-in-class brand reputation.

Desired Background, Core Competencies

• Extensive Sales Leadership: Proven track record of leading and managing high-performing sales teams within a fast-paced technology or fintech environment.
• Market Expertise: A deep, active network within the Spanish commercial landscape is essential; experience in Italy or other Southern European markets is a significant plus.
• Linguistic Proficiency: Native-level fluency in Spanish is a must, coupled with excellent English communication skills for global collaboration.
• The "Hunter" Mentality: 80% of your focus will be commercial; you must be hungry, ambitious, and motivated by the win.
• Operational Rigor: Ability to manage the 20% "admin" of leadership—cultivating culture, enforcing accountability, and maintaining reporting excellence.
• Domain Knowledge: Previous experience in Payments is highly preferred; however, a proven ability to negotiate and close "Big Deals" in other complex sectors will be considered.
• Ambassadorial Presence: Low-ego but high-impact leadership style; someone who embodies our #OneTeam principle and can inspire a team through change.
• Location and on-site requirements: Based in Barcelona with a commitment to being in-office 3 days a week, with flexibility to travel across Southern Europe and to our London HQ.