Staff Technical Program Manager

WEX•Boston, MA

About The Position

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. How you'll make an impact: 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. 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 and Change 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. Work collaboratively at the enterprise level to facilitate migrations and enable change to support new ways of working and modern technology architectures. Risk Management: Identify technical risks related to infrastructure performance, capacity, security, and compliance. Develop mitigation strategies with technical and leadership partners. 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 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

Significant experience in technical leadership overseeing key projects at the Enterprise level, with a high degree of technical 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.
Deep understanding of project delivery in a technical environment with commercial software as the primary deliverable.
Familiarity with identity management and authentication protocols and concepts.
Familiarity with cloud computing platforms and services (AWS, Azure, GCP), including infrastructure-as-code and cloud security technologies and concepts.
Experience with Agile methodologies and project management tools.
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.
Experience with managing change at the enterprise level.
Ability to anticipate risks and effectively mitigate them.
If risks then become issues, solve these complex problems efficiently in partnership with other leaders as appropriate.
Analytical mindset with strong decision-making capabilities.

Nice To Haves

BS/BA Degree in technical/information science or a related field, or equivalent 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.
Previous experience in FinTech or highly regulated environments can be helpful.
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.
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, 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).
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.
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.
Relevant certifications (e.g., PMP, Agile Certified Practitioner) are helpful, but not required.
Hands-on familiarity with tools like Jira, Confluence, or Google Work Suite

Responsibilities

Demonstrate strong technical competency in relevant technologies and systems to effectively communicate with engineering teams, understand technical challenges, and make informed recommendations and escalations.
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.
Ensure alignment of program increments with overall business goals and priorities.
Encourage adaptive planning to respond to changing delivery and project requirements.
Own and drive end-to-end technical implementation programs and workstreams.
Create detailed work breakdowns, milestones, risks, success metrics, and deliverables for key initiatives, and execute multi-quarter roadmaps in partnership with engineering leadership.
Plan, support and execute against a roadmap of enhancements to these systems, tools, and processes.
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.
Engage with stakeholders 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.
Work collaboratively at the enterprise level to facilitate migrations and enable change to support new ways of working and modern technology architectures.
Identify technical risks related to infrastructure performance, capacity, security, and compliance.
Develop mitigation strategies with technical and leadership partners.
Escalate to senior leadership as appropriate.
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.
Ensure the use of standard project management tools within the Atlassian suite and maintain high standards of data hygiene to ensure data accuracy, consistency, and integrity.
Support accurate and transparent reporting and on-target capitalization within the organization through reporting and partnership.
Track program performance against the committed plan and goals.
Use data and metrics to drive decision-making and continuous improvement.