Monetization and Contract Success (MACS) Specialist

Job Description

We’re looking for a Monetization and Contract Success (MACS) Specialist to join our growing team. In this high-impact role, you will guide complex commercial agreements through pre-signature review from a supportability lens - helping ensure that contractual terms are clear, operationally feasible, and can be accurately implemented in Stripe’s systems.

Responsibilities

• Serve as a subject-matter expert across the commercial contract lifecycle, answering questions and advising deal owners on the supportability elements of sales contract reviews
• Review and interpret commercial and legal terms, identify operational requirements and potential risks, and prepare agreements or deal inputs for review under established guidelines.
• Partner with Deal Pricing, Deal Strategy, Commercial Legal, Business Practices, Accounting, Billing, Tax, Sales Operations, Engineering, and account teams to align commercial objectives with operational capabilities.
• Review and, where appropriate, advise on commercial terms, balancing user needs, Stripe’s objectives, operational feasibility, and risk.
• Own the feedback loop with Pricing Activation for accurate and timely onboarding of custom contracts and pricing terms into Stripe’s billing and financial systems.
• Manage contract and deal workflows in relevant systems, maintain clear documentation, and provide proactive communication on status, dependencies, and next steps.
• Support the end-to-end contract lifecycle, including inquiries, escalations, implementation troubleshooting, billing-related issues, and post-execution corrections.
• Build scalable, auditable processes and controls that balance and improve contract quality, activation accuracy, deal velocity, and the user experience.
• Analyze operational data and recurring issues to identify root causes, measure performance, and recommend process or system improvements.
• Partner with Engineering and internal systems teams to translate operational needs into durable tooling, automation, and workflow enhancements.
• Support internal and external audits, key programs, and other cross-functional initiatives as needed.
• Contribute to building a high-performing team culture grounded in sound judgment, continuous improvement, accountability, and excellent stakeholder service.

Requirements

• 5+ years of relevant experience in commercial contracting, deal management, legal operations, monetization operations, pricing activation, billing operations, or a related field.
• Demonstrated ability to interpret commercial and legal language and translate complex contract terms into clear operational and system requirements.
• Experience reviewing commercial agreements and partnering effectively with Legal or other risk and control functions; experience supporting commercial negotiations is strongly valued.
• Strong analytical and problem-solving skills, including the ability to synthesize information from multiple sources, investigate complex issues, and make sound, well-reasoned decisions.
• Proven ability to manage a high volume of work with meticulous attention to detail, strong organization, and consistent follow-through.
• Excellent written and verbal communication skills, with the ability to explain complex requirements clearly, earn trust quickly, and represent Stripe effectively with stakeholders.
• Demonstrated success partnering across functions and balancing commercial objectives, operational constraints, user experience, and risk.
• A solution-oriented mindset and a track record of establishing best practices, improving processes, and delivering results in ambiguous or rapidly changing environments.
• Ability to work independently, exercise sound judgment, and escalate thoughtfully when established frameworks do not fully address a situation.