About the role
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, you’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. With 20 offices across six continents and London as our HQ, we’re shaping the future of fintech – and we’re just getting started. We are seeking an elite Enterprise Sales Manager in Riyadh to bring our global payment infrastructure to Saudi Arabia’s largest enterprises. This is a rare opportunity for a relentless dealmaker to connect the Kingdom’s leading brands to the global digital economy. Backed by our world-class tech stack, you will drive complex, high-stakes contracts and be rewarded with an unrivalled, uncapped recurring commission structure. 🌍
The Role: Global Scale, Enterprise Impact You will own the end-to-end enterprise sales cycle, acting as a strategic advisor to C-level executives while collaborating with our global internal teams. You will: Architect Global Growth: Identify, target, and conquer top-tier enterprise accounts, building a robust, high-value pipeline across key industries in the Saudi market. Close High-Stakes Deals: Drive the adoption of our cutting-edge, cross-border payment solutions to major regional and global players through strategic executive networking, industry events, and direct outreach. Own the Enterprise Cycle: Orchestrate complex, multi-layered enterprise sales cycles. Act as the trusted strategic advisor for prospective clients and the primary quarterback for internal global stakeholders. Command the Room: Deliver compelling, data-driven pitches and highly tailored proposals that demonstrate exactly how Checkout.com 's global capabilities solve complex local and international payment challenges. Collaborate Globally: Partner seamlessly with cross-functional, global talent across Technology, Product, and Business teams to align our world-class architecture with the specific needs of Saudi enterprises. Drive Market Intelligence: Act as the eyes and ears on the ground, sharing critical business insights, competitive intelligence, and local market trends with our global leadership to shape future product and marketing strategies. 🏆 What You Bring to the Table We are looking for an independent, high-achieving professional who thrives in a fast-paced, matrixed, and highly competitive environment. Enterprise Expertise: 6+ years of elite Enterprise/B2B Sales experience, successfully managing complex, high-value deal cycles. (Experience in the Payments or FinTech industry is a massive advantage). Executive Network: A formidable, active network of C-level executives, enterprise prospects, and strategic partners across Saudi Arabia. Global Business Acumen: A deep understanding of the global e-commerce landscape, cross-border financial factors, and the strategic drivers behind enterprise decision-making. Technical Fluency: A genuine passion for disruptive technology. You possess the ability to articulate complex tech and payment architectures clearly to both technical and non-technical enterprise stakeholders. Sales Execution: Exceptional executive-level communication and formidable negotiation techniques. Mastery of Salesforce and modern enterprise sales methodologies. Unmatched Drive: Highly organized with an entrepreneurial mindset, capable of prioritizing shifting workloads and consistently outperforming aggressive sales targets through personal drive. Additional Information Bring all of you to work We create the conditions for high performers to thrive, through real ownership, fewer blockers, and work that makes a difference from day one. Here, you’ll move fast, take on meaningful challenges, and be recognized for the impact you deliver. It’s a place where ambition gets met with opportunity, and where your growth is in your hands. We work as one team, and we back each other to succeed. So whatever your background or identity, if you’re ready to grow and make a difference, you’ll be right at home here. It’s important we set you up for success and make our process as accessible as possible. So let us know in your application, or tell your recruiter directly, if you need anything to make your experience or working environment more comfortable. Life at Checkout.com We understand that work is just one part of your life. Our hybrid working model offers flexibility, with three days per week in the office to support collaboration and connection. Curious about what it’s like to be part of our team? Visit our Careers Page to learn more about our culture, open roles, and what drives us. For a closer look at daily life at Checkout.com , follow us on LinkedIn and Instagram