Head of Monetization and Contract Success (MACS)

Stripe • Seattle, WA

39d

About The Position

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.

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.

Nice To Haves

• 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.

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.

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Number of Employees: 5,001-10,000 employees