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Head of Monetization and Contract Success (MACS)

Stripe

Stripe

Seattle, WA, USA
USD 160,200-240,200 / year + Equity
Posted on Jan 24, 2026

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.
Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. This expectation may vary depending on role, team and location. For example, Stripes in our Bucharest, Romania site have an 80% in-office expectation, and those in Stripe Delivery Center roles in Mexico City, Mexico and Bengaluru, India work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss. This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible.

The annual US base salary range for this role is $160,200 - $240,200. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process.

Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends.

Office locations

Seattle

Team

Controllership

Job type

Full time