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Senior Vice President Head of Product

United States, Chicago · Job Posted February 18, 2026
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Job Description

Help us shape the future of Mobility. Our organization is at a pivotal inflection point, transforming from a project-based, IT-centric execution model to a modern Product Operating Model. We are seeking a visionary Senior Vice President, Head of Product to lead this evolution and report directly to the CEO. In this role, you will architect and scale a product organization built on Durable Trios, collaborating across Product, Engineering, and Design, aligned to customer value streams. Your mission: institutionalize this model and empower teams to solve complex, high-impact challenges for customers that include the world’s largest rental car agencies, major municipalities, universities and Departments of Transportation.

Job Responsibility

  • Craft and champion a unified product vision
  • Shift the organization from sales-driven feature lists to problem-focused roadmaps
  • Manage investments with rigor
  • Establish the structure for effective cross-collaboration across Product Management, Engineering, and Design
  • Recruit, coach, and retain exceptional product leaders
  • Drive a mindset shift to problem-solving
  • Collaborate with the CTO to lead systems migration to modern, microservices-based platforms
  • Champion a culture of continuous product discovery
  • Oversee the Quarterly Product Business Review process

Requirements

  • 15+ years of product leadership experience
  • At least 5 years at the C-level or VP level in a medium-to-large public software or technology-enabled services company
  • Bachelor’s degree in Business, Computer Science or a related field of study
  • Master’s degree preferred
  • Demonstrated success in modernizing product operating models and moving team mindsets to agile methodologies
  • Experience in complex B2B/B2G environments, IoT, Smart City, or FinTech is highly preferred
  • Ability to speak the language of the C-Suite and Board
  • Deep understanding of modern platform architecture (APIs, microservices, cloud migration)
  • Exceptional interpersonal skills and resilience

Nice to have

Experience in complex B2B/B2G environments, IoT, Smart City, or FinTech

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