[Remote] Director, Product Management – OTR Payments & Experience

Note: The job is a remote job and is open to candidates in USA. WEX is a leading payments and mobility platform helping businesses streamline financial operations. They are seeking a Director, Product Management – OTR Payments & Experience to lead the strategy, modernization, and performance of their fleet payments platform while managing a team of product managers and collaborating cross-functionally to enhance system performance. 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 Skills • 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 • Bachelor's degree required • Experience in OTR, transportation, or fleet-related services is highly preferred • MBA or advanced technical/business degree preferred Benefits • Health, dental and vision insurances • Retirement savings plan • Paid time off • Health savings account • Flexible spending accounts • Life insurance • Disability insurance • Tuition reimbursement Company Overview • Wex is a financial technology service provider for fleet, travel and healthcare industries. It was founded in 1983, and is headquartered in Portland, Maine, USA, with a workforce of 5001-10000 employees. Its website is http://www.wexinc.com. Company H1B Sponsorship • WEX has a track record of offering H1B sponsorships, with 22 in 2025, 10 in 2024, 12 in 2023, 20 in 2022, 14 in 2021, 18 in 2020. Please note that this does not guarantee sponsorship for this specific role. Apply tot his job Apply To this Job