Product Manager, OTR
About this role
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.
About the Role:
The Product Manager III partners closely with senior product leadership to drive the execution, user discovery, and feature lifecycle for our core Over-The-Road (OTR) payments domain, driving the evolution of legacy systems into a unified, high-performance platform. In this role, you will help transform legacy fleet management systems into a unified, high-performance digital platform.
As the product landscape evolves, the line between product execution and user experience continues to blur, which is why we are seeking a candidate who brings a hybrid mindset blending strong product delivery with foundational UX design thinking. Working shoulder-to-shoulder with senior PMs, UX researchers, designers, and engineering teams, you will serve as an active co-creator of seamless user journeys. In this role, you will leverage modern AI tools to accelerate discovery, streamline backlog refinement, and translate complex operational workflows into intuitive digital experiences across web and mobile touchpoints.
Key Qualifications & Skill Highlights:
- Roadmap Execution & Feature Ownership: Proven ability to translate broad product strategies into prioritized backlogs, detailed user stories, and actionable sprint plans that deliver measurable business value.
- Product & UX Hybrid Mindset: Passion for product-led UX design, customer journey mapping, and usability principles. Operates as an equal co-creator with UX design partners, bringing a design-thinking approach to product discovery and interface refinement.
- AI Tooling & Workflow Innovation: Practical proficiency in leveraging generative AI tools to accelerate discovery synthesis, automate specification documentation, analyze behavioral data, and streamline daily product workflows.
- Platform Modernization & Migration: Experience working on platform modernization efforts, including mapping legacy workflows, establishing feature parity, and supporting seamless customer migrations without operational disruption.
- Data-Driven Feature Iteration: Skilled in using product analytics tools and operational dashboards to monitor user behavior, diagnose funnel friction, measure feature adoption post-launch, and iterate based on data.
- Agile Cross-Functional Delivery: Experienced in collaborating daily with engineering leads, QA, UX, and operational teams to manage dependencies, resolve ambiguity, and maintain a consistent delivery cadence.
Required Qualifications:
- Roadmap Execution & Feature Delivery: Translate overarching strategies into prioritized backlogs, detailed user stories, and actionable sprint plans.
- Product & UX Hybrid Mindset: Bring a design-thinking approach to product discovery and interface refinement as an active co-creator with UX design.
- AI Tooling & Workflow Innovation: Leverage modern generative AI tools in day-to-day workflows to accelerate discovery and automate specification documentation.
- Platform Modernization Execution: Support large-scale modernization efforts by mapping legacy workflows and helping execute customer migration plans.
- Data-Driven Feature Iteration: Use product analytics tools to monitor user behavior, diagnose funnel friction, and iterate based on data.
- Cross-Functional Collaboration: Work daily with engineering, QA, and UX to manage dependencies and maintain Agile delivery cadence.
- Undergraduate degree in business, computer science, design, or a related field.
- 3–5+ years of digital product management experience, shipping customer-facing web or mobile features.
- Hands-on experience defining product requirements (PRDs, epics, user stories) in Agile environments.
Preferred Qualifications:
- Experience working on SaaS platform migrations, legacy software modernization, or complex portal redesigns.
- Exposure to Over-The-Road (OTR) payments, commercial card systems, or fleet management domains.
- Hands-on experience using AI productivity tools (e.g., ChatGPT, Claude) for product research and spec creation.
- Pragmatic Institute or Scrum Product Owner (CSPO) certifications.
Originally posted on Himalayas
