Head of Monetization and Contract Success (MACS)

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team About the Team: The Finance Operations (FinOps) team is Stripe’s global backbone, dedicated to delivering and continuously improving essential business services—billing and collections, procurement, monetization, payroll, and travel and expenses. We drive company value through data-driven insights, operational rigor, and a relentless focus on excellence. As strategic partners, we shape business decisions, champion technology-enabled solutions, own operational strategy, and collaborate across global functions to enable Stripe’s growth. What you’ll do The Monetization Services team is seeking an experienced leader to head the newly formed MACS team. This high-impact role will focus on building, scaling, and managing the team with the primary objective of driving efficiency in deal cycles and ensuring a seamless, positive user experience post-contract execution. Key to this role is a strategic focus on developing commercial constructs that boost efficiency and minimize operational friction, requiring extensive collaboration with various internal stakeholders. Responsibilities Team Leadership and Development : Lead, mentor, and scale a high-performing Contract Success team. The focus is on boosting deal cycle efficiency and mitigating negative user experiences that arise from contractual errors. Strategic Direction and Performance : Set the strategic direction and pace for the team within a rapidly growing, data-driven context. Establish, track, and improve performance metrics to measure the team's effectiveness and efficiency. Provide regular updates and progress reports on key initiatives and metrics to senior leadership. Operational Optimization : Collaborate with Engineering teams to develop and implement systematic solutions that streamline and enhance operational workflows. Cross-Functional Alignment : Partner effectively with various internal stakeholders—including, but not limited to, Accounting, Billing, Business Practices, Commercial Legal, Deal Pricing, Deal Strategy, Engineering, and Tax—to ensure commercial objectives are aligned and deal designs are optimized. Stakeholder Management : Build trust and credibility through consistent, effective communication and program management. Contract Process Management: Oversee the contract review process, managing inquiries and escalations to ensure smooth and timely execution. Who you are We're looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement. Minimum requirements 10+ years of operations experience with a Bachelor's degree in Business, Finance, Law, or a related field; an advanced degree is preferred. 5+ years of managing a high-performing team, with proven leadership skills focused on team development and cross-functional collaboration. Demonstrated experience in contract management, monetization strategies, or a comparable role in a high-energy environment. Strong analytical, communication, negotiation, and problem-solving abilities. Experience working in ambiguous, quickly scaling, and high-agency environments, with the ability to thrive in a fast-paced, data-centric organization. Skilled in data analysis and performance metrics development. Detail-oriented, with the ability to visualize the larger impact of a series of transactions and comfort working with manual and automated processes. Able to quickly earn trust through communication, negotiation, and interpersonal skills. Preferred qualifications Experience building and scaling teams from the ground up, defining the functional space and setting strategy and pace. Deep understanding of the Payments or SaaS domain, with experience scaling a deal management or contract audit function. Lean Six Sigma or related certification. A builder's mindset, passionate about creating new systems and solving problems via infrastructure and automation, and a willingness to question assumptions.