Senior Product Manager OTR

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Product Manager OTR based in the United States.

This is a high-impact product leadership opportunity focused on modernizing a critical digital platform and transforming complex legacy systems into a unified, scalable experience.
You’ll own product strategy, multi-year roadmaps, and measurable business outcomes for high-visibility initiatives.
The role combines strategic product management with a strong user-experience mindset, partnering closely with UX researchers, designers, engineers, and business leaders.
You’ll use data, analytics, and modern AI tools to accelerate discovery, improve decision-making, and shape intelligent product experiences.
Success will require navigating ambiguity, influencing senior stakeholders, and balancing customer needs with technical and business priorities.
You’ll also contribute to organizational product excellence by mentoring other product managers and establishing strong discovery and execution practices.
This fully remote role offers the opportunity to influence large-scale platform transformation in a complex payments and commercial technology environment.

• Own the product strategy, multi-year roadmap, priorities, and business outcomes for a major digital platform modernization initiative.
• Translate organizational objectives into actionable product plans and lead complex initiatives from discovery through execution and go-to-market.
• Drive the modernization of legacy platforms, including migrating complex customer workflows and introducing scalable digital solutions while minimizing operational disruption.
• Partner closely with UX researchers and designers to apply user-centered design, customer journey mapping, usability principles, and product-led UX throughout discovery and delivery.
• Leverage generative AI and AI-powered tools to accelerate product discovery, automate documentation, analyze customer behavior, and assess opportunities for intelligent product capabilities.
• Define and monitor product metrics, OKRs, adoption indicators, and performance measures to evaluate outcomes and guide continuous improvement.
• Use analytics and executive dashboards to identify opportunities, understand product performance, and make data-informed prioritization decisions.
• Build alignment across engineering, design, business teams, and executive stakeholders while navigating ambiguity and complex technical or commercial trade-offs.
• Lead multi-quarter planning and complex product launches, ensuring effective execution and alignment across cross-functional teams.
• Mentor and guide junior product managers on product strategy, discovery methodologies, execution, and strategic decision-making.

Requirements

• Bachelor’s degree in business, computer science, design, or a related discipline; a master’s degree in business, product management, product development, or marketing is preferred.
• 8+ years of professional product management experience, including ownership of outcomes for complex, multi-faceted product initiatives.
• Proven ability to establish long-term product strategies, develop multi-year roadmaps, and independently lead products or initiatives from discovery through go-to-market.
• Strong experience defining and applying product metrics to measure performance, adoption, and progress against strategic OKRs.
• Demonstrated expertise in platform modernization, legacy-system transformation, complex workflow migration, and scalable digital product development.
• Strong understanding of UX and user-centered product development, with experience partnering closely with UX/UI designers and researchers.
• Advanced proficiency with generative AI tools and AI-driven workflows for product discovery, documentation, behavioral analysis, and product innovation.
• Strong analytical capabilities and experience using interactive analytics tools, dashboards, and customer or behavioral data to guide product decisions.
• Excellent communication and stakeholder-management skills, with the ability to influence senior and executive-level audiences.
• Demonstrated ability to operate effectively in ambiguous environments, make strategic trade-offs, and align engineering, design, and business stakeholders.
• Experience with multi-quarter platform planning and complex go-to-market launches is preferred.
• Exposure to Over-The-Road (OTR) payments, commercial card systems, fleet solutions, or related financial technology domains is a plus.
• Experience mentoring other product managers and strengthening product management practices is preferred.
• An Agentic AI certification is a plus.

Benefits

• Salary: Base pay range of $125,300–$154,100 , with actual compensation determined by qualifications, skills, experience, and other relevant factors.
• Remote work: Fully remote position within the United States.
• Healthcare: Medical, dental, and vision insurance options.
• Retirement: Retirement savings plan to support long-term financial planning.
• Financial benefits: Health Savings Account (HSA), Flexible Spending Accounts (FSA), life insurance, and disability insurance.
• Time off: Paid time off to support personal well-being and work-life balance.
• Professional development: Tuition reimbursement and opportunities to support continued learning and career growth.
• Additional compensation: Depending on role and applicable plans, employees may be eligible for performance-based bonus opportunities.
• Inclusive workplace: Commitment to equal employment opportunities and reasonable workplace accommodations.

How Jobgether works:

We use an AI-powered matching process to ensure your application is reviewed quickly, objectively, and fairly against the role's core requirements. Our system identifies the top-fitting candidates, and this shortlist is then shared directly with the hiring company. The final decision and next steps (interviews, assessments) are managed by their internal team.

We appreciate your interest and wish you the best!

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