Senior Product Manager OTR

WEXWEXUSRemote, OH
$125,300 - $154,100

About The Position

WEX is an innovative payments and technology company leading the way in a rapidly changing environment. Our goal is to simplify the business of running a business for our customers and free them to spend more time, with less worry, on the things they love. We are on a journey to build a unified, world class user experience across our products and services and leverage customer driven innovation to power our growth and strategic initiatives. The Senior Product Manager independently owns the strategy, multi-year roadmap, and business outcomes for a critical digital platform modernization initiative, driving the evolution of legacy systems into a unified, high-performance platform. As the product management landscape evolves, the line between product strategy and user experience continues to blur, which is why we are seeking a candidate who brings a hybrid mindset that blends strong product execution with foundational UX design thinking. In this role, you will leverage modern AI tools to accelerate discovery while working shoulder-to-shoulder with UX researchers and designers as a true co-creator of seamless user journeys. Your primary strength lies in navigating ambiguity, influencing senior leadership, and bridging engineering, design, and business teams to execute complex, high-visibility initiatives.

Requirements

  • Undergraduate degree in business, computer science, design, or a related field.
  • 8+ years of professional experience, with specific experience leading outcomes for complex, multi-faceted product initiatives.
  • Demonstrated expertise in defining and leveraging product metrics to understand performance and deliver on strategic OKRs.
  • Proven track record of close partnership with UX/UI design teams, integrating user-centered design directly into the product discovery lifecycle.
  • Strategic Vision & Multi-Year Road mapping: Proven ability to establish long-term product strategy, translate company objectives into actionable roadmaps, and independently lead complex, end-to-end Go-To-Market execution.
  • Evolving Product & UX Hybrid Mindset: Deep passion for product-led UX design, customer journey mapping, and usability principles.
  • AI Tooling & Workflow Innovation: Advanced proficiency in leveraging generative AI tools and AI-driven platforms.
  • Platform Modernization & Scalability: Track record of leading large-scale modernization initiatives.
  • Advanced Data & Analytics Proficiency: Expert in using interactive analytics tools and executive dashboards.

Nice To Haves

  • Master’s Degree in business, product management/development/marketing.
  • Proven experience presenting to and influencing executive-level stakeholders.
  • Experience in multi-quarter platform planning and complex Go-To-Market launches.
  • Exposure to Over-The-Road (OTR) payments, commercial card systems, or fleet solutions domain.
  • Agentic AI certification.

Responsibilities

  • Own the strategy, multi-year roadmap, and business outcomes for a critical digital platform modernization initiative.
  • Drive the evolution of legacy systems into a unified, high-performance platform.
  • Leverage modern AI tools to accelerate discovery.
  • Work with UX researchers and designers as a co-creator of seamless user journeys.
  • Navigate ambiguity and influence senior leadership.
  • Bridge engineering, design, and business teams to execute complex, high-visibility initiatives.
  • Establish long-term product strategy.
  • Translate company objectives into actionable roadmaps.
  • Independently lead complex, end-to-end Go-To-Market execution.
  • Operate as an equal co-creator with UX design partners, bringing a design-thinking approach to product discovery and interface refinement.
  • Leverage generative AI tools and AI-driven platforms to accelerate discovery, automate spec documentation, analyze complex behavioral patterns, and evaluate intelligent feature integrations.
  • Lead large-scale modernization initiatives, including sunsetting legacy systems, migrating complex customer workflows, and deploying modern digital solutions without operational disruption.
  • Use interactive analytics tools and executive dashboards to uncover deep insights, measure post-launch adoption, and drive continuous, data-informed iterations.
  • Drive organizational alignment across business stakeholders, engineering, UX, and executive leadership.
  • Guide and mentor junior PMs on product methodology, discovery frameworks, and strategic execution.
  • Define and leverage product metrics to understand performance and deliver on strategic OKRs.
  • Partner closely with UX/UI design teams, integrating user-centered design directly into the product discovery lifecycle.
  • Present to and influence executive-level stakeholders.
  • Plan multi-quarter platforms and complex Go-To-Market launches.

Benefits

  • health, dental and vision insurances
  • retirement savings plan
  • paid time off
  • health savings account
  • flexible spending accounts
  • life insurance
  • disability insurance
  • tuition reimbursement
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