Director, Product Management - OTR Payments & Experience

Wex

Boston, MA

Full Time

Director

177k-235k

19 days ago

Job Description

About the Role

WEX is a leading payments and mobility platform helping businesses streamline financial operations. Within our Over-the-Road (OTR) line of business, we are seeking a Director, Product Management - OTR Payments & Experience to lead the strategy, modernization, and performance of the platform that powers fleet payments, fraud controls, and digital customer interactions. This role is responsible for owning one of the most critical product areas in the company. As a business and platform leader, you'll be tasked with protecting WEX's industry-leading position in fleet payments while ensuring our solutions evolve with changing market needs and competitive threats. You'll lead a team that ensures system performance today and positions WEX to outpace disruption and unlock new value for tomorrow.

Key Responsibilities

Own the roadmap, strategy, and platform performance for OTR payments and digital experience systems
Lead a team of product managers, creating clarity, accountability, and execution focus
Champion modernization efforts-reducing technical debt, improving UX, and introducing scalable infrastructure
Monitor platform health and proactively identify system risks, inefficiencies, or emerging threats
Work closely with engineering, architecture, and operations to align investments and priorities
Explore new ways to extend customer value through enhancements, integrations, or commercial innovation
Act as the senior product voice in balancing short-term system needs with long-term product evolution
Track KPIs for platform performance, stability, and business impact-and report to leadership with clarity and context
Anticipate and respond to industry shifts or competitive movements that may challenge WEX's leadership

Requirements

8+ years of product management experience, including 3+ years in a product leadership or platform management role
Experience leading complex product lines that power business-critical operations
Background in fintech, payments, SaaS platforms, or transaction processing environments
Strong track record of platform stewardship and experience driving modernization efforts
Ability to influence technical and business leaders with data, insight, and judgment
Excellent communication skills and comfort operating across cross-functional and executive teams
Experience in OTR, transportation, or fleet-related services is highly preferred
Bachelor's degree required; MBA or advanced technical/business degree preferred

Nice to Have

Experience in OTR, transportation, or fleet-related services

Qualifications

Bachelor's degree
MBA or advanced technical/business degree (preferred)

Benefits & Perks

Health, dental and vision insurances
Retirement savings plan
Paid time off
Health savings account
Flexible spending accounts
Life insurance
Disability insurance
Tuition reimbursement
Comprehensive and market competitive benefits

Working at Wex

WEX's OTR platform powers one of the largest payment systems in the trucking industry. The company values leading with clarity, transforming challenges into opportunities, and thriving in complexity. The role emphasizes innovation, strategic modernization, and securing market position for future growth.

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