Senior Product Manager, E2E Product Experience for OTR

WEX•Chicago, IL

3d•$125,300 - $154,100

About The Position

The Senior Product Manager independently owns the strategy, multi-year roadmap, and business outcomes for core Over-The-Road (OTR) digital payments platforms and native mobile driver experiences across the commercial fleet ecosystem. As the line between digital platform strategy, payment rails, and mobile UX continues to blur, we are seeking a candidate who brings a hybrid mindset blending strong payment product execution with foundational mobile UX design thinking. In this role, you will lead the evolution of real-time spend capabilities, native mobile applications, and cardless payment features while leveraging modern AI tools to accelerate discovery. Working shoulder-to-shoulder with UX researchers, engineers, and commercial partners, you will serve as a true co-creator of the End-To-End (E2E) seamless user experiences across web and mobile touchpoints.

Requirements

Undergraduate degree in business, computer science, design, or a related field.
8+ years of professional experience, with specific experience leading outcomes for complex digital payment or mobile product initiatives.
Demonstrated experience managing products across B2B payments, transaction processing, or mobile application ecosystems.
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.

Nice To Haves

Master’s Degree in business, product management, or computer science.
Direct experience with native mobile app lifecycle management (iOS/Android) and web-to-mobile workflow parity strategies.
Exposure to Over-The-Road (OTR) payments, commercial card systems, cardless fueling technologies, or fleet solutions domains.
Proven experience presenting to and influencing executive-level stakeholders.
Agentic AI certification or hands-on AI-first product development experience.

Responsibilities

Owns the strategy, multi-year roadmap, and business outcomes for core Over-The-Road (OTR) digital payments platforms and native mobile driver experiences.
Lead the evolution of real-time spend capabilities, native mobile applications, and cardless payment features.
Leverage modern AI tools to accelerate discovery.
Serve as a co-creator of the End-To-End (E2E) seamless user experiences across web and mobile touchpoints.
Establish long-term product strategy.
Translate company objectives into actionable roadmaps.
Independently lead complex, end-to-end Go-To-Market execution.
Drive organizational alignment across business stakeholders, engineering, UX, and executive leadership.
Guide and mentor team members on product methodology and strategic execution.