• Leverage deep technology, process, and domain expertise to lead execution across multiple interdependent projects • Partner with business stakeholders, functional leaders, and technology leadership to define program objectives • Develop and maintain a multi-phase / multi-release program roadmap aligned to measurable outcomes • Build and organize cross-functional project teams • Lead day-to-day execution of multiple interdependent projects • Coordinate workstreams to ensure alignment on approach, milestones, dependencies, and success criteria • Provide clear, timely stakeholder communications and progress reporting • Ensure quality of deliverables is validated and meets stakeholder expectations • Perform initial and final financial reviews and ensure ongoing budget planning and tracking

• Collaborate with the Chief Architect to plan, operationalize, and execute the Chief Architect’s agenda • Ensure tasks are coordinated, progress is consistently monitored, and stakeholders are kept informed • Lead and execute key programs, practices, and projects • Identify, maintain, and grow key partnerships and collaborations with stakeholders • Champion continuous learning and communication through knowledge sharing, mentoring, and training • Anticipate bottlenecks, lead escalations, make tradeoffs, and balance needs vs technical constraints • Define organization-wide processes • Help plan and run offsites, conferences, and workshops

• Partner with stakeholders across organizations and teams to develop a deep understanding of their strategic priorities and the employee experience they intend to deliver to achieve these goals. • Partner with stakeholders to set a multi-quarter roadmap for changes and enhancements they intend to see in their technology stack. Work with your own leadership team and partners to ensure ROI of roadmap items is understood to capture resource capacity to execute the roadmap. • Enable your stakeholders to succeed at delivering on their solutions roadmap by driving discovery, planning, and developing systems solutions across our infrastructure. • Be a product leader by connecting with and deeply understanding Stripes needs that enable an exceptional Employee Experience. Create mock ups of intended experiences to facilitate feedback and alignment on the solution business requirements. • Conduct third party vendor analysis and make build or buy recommendations to stakeholders that are based on industry expertise and ROI. • Work cross-functionally with engineers, designers, systems analysts, and program managers to translate requirements into technical design and to build solutions that deliver the intended employee experience. • Create and present content related to projects, facilitate working sessions, and communicate a compelling product strategy with stakeholders that aligns with business priorities, budgets and ultimately enhances employee experience goals. • Leverage data and storytelling to support decision-making, escalate risks, define ROI of requested solutions and monitor adoption of solutions. • Leverage KPI’s and user feedback to evaluate solutions and influence solution roadmap priorities.

• Design, expand, and manage life insurance programs, vendors, and strategic partnerships. • Evaluate life insurance products, platforms, and vendors using knowledge of administration and regulatory requirements. • Develop compliant, innovative solutions to address gaps in standard vendor offerings. • Lead and support RFP processes, including requirements development, vendor evaluation, selection, and onboarding. • Plan and execute implementations and integrations for new or evolving life insurance programs and vendors. • Ensure audit readiness and regulatory compliance through documentation, evidence management, and issue tracking. • Partner with internal teams and external vendors to meet contractual, regulatory, and quality standards. • Serve as day-to-day project lead for multiple, complex, regulated initiatives. • Translate business and compliance requirements into project plans, timelines, and deliverables. • Track progress, manage risks, resolve issues, and escalate as appropriate. • Define and monitor metrics to assess program performance and priorities. • Act as a liaison across compliance, legal, operations, vendors, and technology teams to drive effective execution.