Director, Strategy and Operations

ABOUT THE ROLE

Peloton is undergoing a pivotal transformation in how Enterprise Technology (ET) operates—moving beyond "keeping the lights on" to becoming a trusted, strategic partner that enables the business to move faster, smarter, and more securely. As the Director of Strategy & Operations, you will be the primary engine driving this transformation.

You will act as the "Chief of Staff" for the CIO organization, bridging the gap between high-level strategy and operational execution. You will be responsible for maturing our operating model, establishing a unified technology fabric, and ensuring that our "Top 25" initiatives—from AI-powered innovation to global supply chain tech—are delivered with excellence. You will be at the forefront of Peloton’s digital future. This role gives you the authority to reshape our internal operating model, ensuring that our foundation is as high-performance and innovative as the products we deliver to our members.

YOUR DAILY IMPACT AT PELOTON

• Lead the Enterprise Technology Program Management Office (ETPMO) to oversee complex, cross-functional initiatives. You will track deliverables across functions (Finance, Supply Chain, HR, etc.) to ensure strategic alignment and timely execution
• Build and manage the ET Monthly Business Review (MBR) process. You will define and track key performance indicators (KPIs) related to spend, system stability, technical debt reduction, and team productivity
• Partner with the CIO and ET leadership to develop and maintain the Enterprise Tech Roadmap. You will ensure IT priorities are aligned with broader business goals, focusing on "Fueling Growth" and "Operations Excellence"
• Act as a "Relationship Manager" and "Integration Advisor," building trust through transparency and proactive engagement with business unit leaders
• Serve as a Culture Champion, designing and leading team-building activities that foster a "One Peloton" mindset. You will lead efforts to evolve the ET team from "Tech Providers" to "Business Thinkers"
• Manage the projected spend for the CIO organization (including InfoSec and Product Systems) and track YTD savings against budget

YOU BRING TO PELOTON

• 12+ years in Operations, Strategy, or Technical Program Management, with a focus on supporting large-scale enterprise technology organizations
• Proven track record in building and scaling a PMO, managing multi-million dollar budgets, and establishing managed services with strict SLAs
• Familiarity with the technology needs of global business footprints, including manufacturing, warehousing, and administrative functions
• Understanding of how to integrate AI and automation into business workflows to simplify complexity and unlock value
• Exceptional executive-level reporting skills, with the ability to present complex operational data to the C-suite
• You can translate a vision like "Code to Competitive Edge" into a concrete, executable plan with clear milestones and owners
• You excel at connecting systems, data, and teams to create a unified technology ecosystem
• You believe in "Enhancing Explainability" and use statistical forecasting and data insights to drive decision-making
• You are comfortable leading through ambiguity and are passionate about maturing organizational processes from "reactive" to "strategic"

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The base salary range represents the low and high end of the anticipated salary range for this position based at our New York City headquarters. The actual base salary offered for this position will depend on numerous factors including, without limitation, experience and business objectives and if the location for the job changes. Our base salary is just one component of Peloton’s competitive total rewards strategy that also includes annual equity awards and an Employee Stock Purchase Plan as well as other region-specific health and welfare benefits.

As an organization, one of our top priorities is to maintain the health and wellbeing for our employees and their family. To achieve this goal, we offer robust and comprehensive benefits including:

• Medical, dental and vision insurance 
• Generous paid time off policy
• Short-term and long-term disability
• Access to mental health services
• 401k, tuition reimbursement and student loan paydown plans
• Employee Stock Purchase Plan
• Fertility and adoption support and up to 18 weeks of paid parental leave 
• Child care and family care discounts
• Free access to Peloton Digital A