Checkout.com is seeking two (2) Deal Management Specialists to join our growing Revenue Operations team, based in either our New York City or Atlanta office. Sitting within the Commercial department, these roles are critical to driving our regional and global growth. This is a role for a builder - someone who thrives at the intersection of commercial operations and systems thinking. You won't just support the status quo - you will own the deal pipeline end-to-end, drive cross-functional relationships, and actively evolve how we work. We are looking for highly motivated, detail-oriented professionals who are energized by leveraging AI and automation to eliminate friction and build for scale. The ideal candidate is a self-starter who thrives in an entrepreneurial, fast-paced environment and can work autonomously to exceed expectations. How You'll Make an Impact Own & Optimize Processes: Drive and adapt the execution of new sales operations workflows - designing lean, scalable processes that allow our Sales teams to spend less time on admin and more time winning deals. Onboarding & Guidance: Provide proactive, end-to-end support to the Sales team and our merchants to navigate and accelerate the onboarding process. Creative Problem Solving: Act as a strategic partner to the business, finding innovative solutions to meet client needs while strictly adhering to Checkout.com's internal risk and compliance policies. Inbound Management: Manage and resolve inbound requests from the Sales team regarding client onboarding or complex profile reviews. Deal Integrity & Governance: Maintain accurate, up-to-date documentation for complex deal structures and contracts, including the creation and review of customer agreements. #NoRoomForApproximation Operational Intelligence: Go beyond reporting - extract specific insights that drive immediate deal decisions, identify gaps in the commercial process, and propose the fix before the problem scales. AI Implementation: Lead the rollout and iteration of AI-powered workflows - deploying AI prompts and automations that reduce rep admin time, improve deal velocity, and increase operational efficiency across the pipeline. Stakeholder Management: Build and maintain trusted relationships with multidisciplinary internal teams, including Sales, Customer Onboarding, Legal, Risk, and Finance. Continuous Improvement: Lead impactful projects aimed at improving and automating current processes. You'll define project scopes, set clear milestones, and ship operational improvements on time. Team Growth: Act as a mentor and support the onboarding of new colleagues as our US operations continue to scale. Qualifications Experience: 2-4 years of experience in sales operations, deal desk, revenue operations, financial analysis, or a similar commercial operations role in a high-growth environment. The Builder Profile: We're open to your background - whether you come from Deal Desk, RevOps, Finance, or a technical project management role, you love building systems and processes that actually work. AI & Automation Enthusiast: You hate manual, repetitive tasks. You're highly comfortable with AI tools and have hands-on experience (or a strong appetite to learn) deploying AI prompts and automations to optimize workflows. Systems Thinker: You have a CRM mindset - proficient in Salesforce or similar tools - and understand how systems connect to drive business outcomes. You don't just use tools; you evolve them. Hyper-Detail Oriented: An uncompromising eye for accuracy, particularly regarding data, legal contracts, and deal structures. Communication & Collaboration: Superb communication and interpersonal skills, with the confidence to manage and influence senior, multidisciplinary stakeholders. You can explain a workflow update to a salesperson just as easily as you can discuss a logic flow with an operations lead. Execution Under Pressure: A self-starter who can take a vague operational request and turn it into a functional project plan with clear deadlines. Growth Mindset: Fast learner, humble, hungry to grow, and genuinely motivated by new challenges. The Tools (Plusses): Familiarity with the payment processing/fintech industry and hands-on experience with Salesforce are highly preferred. 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. 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