Product Manager, Core Financial Systems & AI/ML Innovation

WEX•Chicago, IL

2d•$89,800 - $120,400•Hybrid

About The Position

WEX is seeking a Sr. Product Manager to lead the execution and delivery of the Customer and Enterprise team’s billing and corporate systems product roadmap. This role involves architecting the future of finance at WEX by building a unified, real-time billing platform that replaces legacy systems with an intelligent, adaptive ecosystem. This platform will enable autonomous billing, where data is continuously reconciled, insights are generated in real time, and decision-making is augmented by AI. The Product Manager will own the vision and execution of this transformation, shaping how AI and machine learning are embedded into the core billing architecture to unlock predictive, prescriptive, and self-optimizing workflows.

Requirements

6–10 years of product management leadership experience.
Deep expertise in the revenue lifecycle (e.g., ERP) and data platforms.
Proven experience delivering AI/ML-powered products end-to-end, including defining use cases, partnering with data science teams, and operationalizing models at scale.
Strong understanding of financial operations, accounting principles, and how intelligent systems can transform processes like accrual, audit, and reconciliation.
Demonstrated ability to lead multiple complex, cross-functional initiatives that drive enterprise-wide impact.
Comfort operating in ambiguity and shaping clarity in fast-evolving environments.
A systems-thinking mindset, with the ability to design unified, scalable, and automated workflows powered by AI.
A deeply data-driven approach to product development, decision-making, and measurement.
Experience working in agile environments, with a bias toward action, iteration, and continuous improvement.

Nice To Haves

Anticipate where finance and technology are going, and translate emerging trends in AI, data, and automation into differentiated product strategies.
Combine deep empathy with data and AI-driven insights to understand and solve the most meaningful problems.
Focus relentlessly on measurable impact—leveraging data to guide prioritization and validate success.
Champion rapid prototyping, testing, and iteration to unlock innovative solutions.
Build strong partnerships across product, engineering, data science, UX, and commercial teams—aligning diverse perspectives into a cohesive vision.
Stay at the forefront of AI, financial systems, and emerging technologies, bringing new ideas and approaches into the organization.

Responsibilities

Lead the transformation of WEX’s billing infrastructure into a unified, real-time platform, creating a single, trusted source of financial truth powered by continuous data synchronization and intelligent automation.
Design and deploy advanced AI/ML capabilities that move billing operations from reactive reporting to predictive and prescriptive intelligence, enabling faster closes, anomaly detection, automated reconciliations, and forward-looking insights.
Reimagine the experience for global billing operations teams by delivering intuitive, real-time, and AI-augmented tools.
Identify and prioritize critical problems to solve, translating customer and employee insights into a bold, long-term product strategy.
Partner with cross-functional teams to iteratively deliver high-impact capabilities, leveraging experimentation, data, and AI-driven analytics.
Use qualitative and quantitative signals, including AI-powered insights, to guide decision-making, measure impact, and unlock new opportunities for innovation.
Collaborate with engineering and data science leaders to define scalable architectures and ensure AI is deeply integrated into the product’s foundation.
Communicate vision and strategy effectively to senior stakeholders, building alignment and momentum across the organization.