This role is critical to WEX’s modernization of the Benefits Medicare Advantage ecosystem to deliver a superior member experience, expand merchant and partner acceptance, and ensure regulatory transparency and compliance. This program integrates enhancements across payments, reporting, and partnerships—creating a seamless, compliant, and value-driven platform that improves access, outcomes, and engagement for supplemental benefit users.Our ideal candidate has experience in the Benefits industry and has worked cross functionally with Technology, Product, Infrastructure, Security, and other departments.
About us
WEX is a global commerce platform that helps businesses solve operational complexities like employee benefits, managing and mobilizing fleets, and streamlining payments.
With over 5,500 employees, we work with large and small companies in more than 200 countries and territories, and can tailor our services to meet the unique needs of their businesses.
About the opportunity
A Technical Program Manager is a key partner to the Technology leaders and their Digital leadership counterparts in driving end-to-end outcomes. You will be responsible for driving delivery on key initiatives within and across Technology Departments. As a Senior TPM at WEX, you will be responsible for enabling your teams and partners to plan, de-risk, and execute critical initiatives while reporting on progress, coordinating across technology teams, and ensuring project financial health. This role will focus primarily on a portfolio of work, and execution of projects within that, to enhance internal tooling and services for WEX employees.
About the Team
The Technical Program Management Office (TPMO) is a strategic function of the Technology Innovation & Strategic Operations (TISO) department within WEX. Our mission is to accelerate WEX’s product innovation velocity by optimizing how we deliver technology.
As part of the TPMO, you will work closely with Technology and Digital leadership to enable seamless execution of strategic priorities. We drive impact by aligning teams across departments, supporting proactive planning, risk mitigation, and cross-functional coordination to ensure successful delivery of critical initiatives. If you are passionate about systems thinking, innovation, and making technology delivery a competitive advantage, this team is for you.
Key Responsibilities
Technical Fluency: Demonstrate strong technical competency in relevant technologies and systems to effectively communicate with engineering teams, understand technical challenges, and make informed recommendations and escalations.
Program Planning/Continuous Planning: Based on Product and Technology leadership direction and priorities, facilitate ongoing planning sessions to adjust priorities and ensure continuous alignment with business goals within and across your portfolio. This will require close cross-functional partnership with technology team leaders, solution architects, and product partners. Ensure alignment of program increments with overall business goals and priorities. Encourage adaptive planning to respond to changing delivery and project requirements.
Program Management: Own and drive end-to-end technical implementation programs and workstreams focused on enhancements to internal tooling for WEX employees. Your work will be critical to creating operational efficiencies within the organization and to execute against several key strategic focus areas. You’ll create detailed work breakdowns, milestones, risks, success metrics, and deliverables for key initiatives in these areas, and execute multi-quarter roadmaps in partnership with engineering leadership. On an ongoing basis, plan, support and execute against a roadmap of enhancements to these systems, tools, and processes.
Execution Management: In support of the Tech Lead, monitor progress and recommend necessary adjustments to surface risks of program execution to key stakeholders in a targeted and timely way, with the goal of course correction. Facilitate these course corrections, as needed.
Stakeholder Management: Engage with stakeholders - Technology, Product, Solution Architecture, among others - at all levels to ensure visibility, provide updates, and address concerns. Facilitate communication between teams, ensuring transparency and alignment. Provide clear, consistent, and timely information flow and reports out on status.
Risk Management: Identify potential risks and develop mitigation strategies in partnership with accountable Tech and Product leaders. Monitor program risks and implement corrective actions as necessary. Escalate to senior leadership as appropriate.
Dependency Management: Identify, document, and manage dependencies across multiple projects, technologies, and teams. Proactively coordinate with stakeholders to ensure that dependencies are clearly understood, tracked, and addressed in a timely manner to minimize risks and avoid delays.
Tooling and Data Hygiene: Accordingly, ensure the use of standard project management tools - ideally within the Atlassian suite - and maintain high standards of data hygiene to ensure data accuracy, consistency, and integrity. Avoid duplication of administrative effort. As a part of Jira stewardship, support accurate and transparent reporting and on-target capitalization within the organization through reporting and partnership.
Delivery and Outcome Tracking: Track program performance against the committed plan and goals. Use data and metrics to drive decision-making and continuous improvement.
Requirements
Education: BS/BA Degree in technical/information science or a related field, or equivalent experience
Experience: 7+ years of relevant experience in technical program management overseeing key projects with high visibility to internal or external customers, with a high degree of complexity and inter-dependent work.
An ideal candidate blends technical acumen with strong program management skills to drive execution across complex, cross-functional initiatives. They are comfortable navigating ambiguity, bring structure and clarity to fast-paced environments, and excel at scaling cross-functional programs. With a deep understanding of the requirements of an Enterprise-wide effort, they are passionate about implementing solutions with lasting value for the company, and in service to that, developing plans and communicating effectively with senior stakeholders.
Technical Skills:
Deep understanding of the software development lifecycle (SDLC), including hands-on experience with various phases, and ability to work closely with cross-functional teams including product, engineers, security, database administrators, and architects to help ensure alignment with best practices.
Solid understanding of public and privately issued digital certificates, root hierarchies, and the mechanics of mTLS, SSO, and SAML.
Solid understanding of, and detailed experience with, common internal organizational tools for email, chat, work management, project management, product ideation, continuous integration and delivery of software, and workspace management.
Strong familiarity with technologies and processes associated with cloud infrastructure (AWS, Azure, or GCP).
Experience driving highly technical transformation initiatives that represent new ways of working for cross-functional teams in various areas and disciplines.
Demonstrated expertise in at least one Agile methodology (e.g., Scrum).
Leadership and Communication: Proactive leadership, and confidence to drive results. Proven ability to motivate cross-functional teams. Model close partnership, with an emphasis on execution, collaboration, and empowerment. Excellent communication skills, both verbal and written.
Problem-Solving: Ability to anticipate risks and effectively mitigate them. If risks then become issues, solve these complex problems efficiently in partnership with Digital and Technology leadership. Analytical mindset with strong decision-making capabilities.
Preferred Qualifications
Certifications: Relevant certifications (e.g., PMP, Agile Certified Practitioner).
Previous experience in FinTech or highly regulated environments.
Hands-on familiarity with tools like Jira, Confluence, Google Drive, etc.
