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Senior Director of Engineering, Health and Benefits

WEX

Company : WEX

Location : San Francisco, CA, 94110

Posted Date : 28 October 2025

Job Type : Other

Category : Management

Occupation : Director

Job Details

Senior Director of Engineering, Health and Benefits

At WEX, we simplify the business of running a business. Our WEX Health & Benefits solutions reduce complexity and help manage costs of benefits administration for our clients and partners. We are looking for passionate technologists, collaborators, and problem solvers to join our Health & Benefits Technology team as we build the next generation of employer benefits solutions and services.

As a Software Engineering Senior Director on the WEX Health & Benefits Technology team, you will lead a team that partners closely with Product Managers and customers to learn about the challenges employers face while navigating the competitive employee benefits landscape. You will become a domain expert, designing solutions that solve problems in ways our customers love and work for our business. You will lead teams who build the highest quality software in the latest technologies and test driven development practices.

Key Responsibilities:

Leadership & Change Management:

  • Lead, Mentor & Inspire: Lead, mentor, and grow a cross-functional team of engineers while fostering a culture of collaboration, innovation, and excellence. Encourage best practices and continuous learning.
  • Change Leader: Drive and manage change within the engineering department by identifying opportunities for improvement and leading initiatives that enhance productivity, efficiency, and quality. Champion new technologies and innovative approaches that transform the way the team works.
  • Strategic Vision & Roadmap: Work closely with senior leadership to define the technical vision and strategy, aligning engineering efforts with clear business objectives. Help set clear goals and a long-term roadmap for product and technology development and drive hard prioritization discussions.
  • Visionary Leadership: Ability to define and articulate a clear technical vision and drive change within a high-performing engineering team.
  • Organizational Transformation: Influence organizational culture by promoting agility, adaptability, and a growth mindset within the engineering team. Lead the adoption of new practices, tools, and methodologies to improve the SSDLC, from planning and design to delivery and monitoring.
  • Scope of Influence: Ability, skill and opportunity to drive change outside of the immediate organization setup. Influence other teams, other organizations, other functions in doing the right thing and in a more efficient and consistent manner.

Technical Leadership:

  • Architecture & System Design: Oversee the design and implementation of scalable, cloud-native applications, ensuring that the platform meets the highest standards of performance, security, and reliability. Leverage your expertise in Microsoft Azure, microservices, and event-driven architectures to develop robust solutions.
  • Full-Stack Leadership: Lead the development of both backend (C# and .NET Core) and frontend (React/Angular) solutions, ensuring a seamless integration of all layers of the system and a superior user experience for employees and benefits administrators.
  • Generative AI & Automation: Lead the strategic integration of generative AI to enhance the development process, streamline workflows, automate testing, and improve decision-making processes in health and benefits management.
  • Data Platform: Knowledge about various Data Platform technologies and event driven architecture and channels like Kafka for eventing.

Innovation & R&D: Identify and integrate emerging technologies and practices into the engineering workflow. Lead research and development (R&D) efforts to continuously innovate, ensuring that our platform stays ahead of industry trends and regulatory requirements.

Operational Excellence: Develop and refine processes that drive operational excellence in software engineering, ensuring that the team consistently delivers high-quality solutions on time and within budget. Understanding of cloud infrastructure, API gateways, Security and observability.

Measuring Success: Define and monitor key performance indicators (KPIs) to assess the performance of both the engineering team and the platform. Drive continuous improvement of the platform, self and the team through feedback loops, retrospectives, and data-driven insights.

Collaboration & Communication:

  • Cross-Functional Collaboration: Work closely with architects, product managers, designers, data scientists, and other leaders to define product roadmaps, requirements, and timelines. Ensure that all teams are aligned and working toward common goals with clear communication and effective collaboration.
  • Stakeholder Management: Communicate technical strategy and progress to senior leadership, stakeholders, and non-technical audiences, translating complex technical concepts into actionable insights and business outcomes.
  • Mentoring & Growth: Act as a coach and mentor to team members, helping them achieve personal and professional growth. Encourage a culture of learning, provide feedback, and ensure that the team has the tools and resources needed to succeed.

Required Qualifications:

  • Bachelor's degree in Computer Science, Software Engineering, or related field; OR demonstrable equivalent experience.
  • At least 15 years of experience in software engineering.
  • At least 10 years of management or supervisory experience.
  • Excellent leadership ability to motivate teams and drive results.
  • Strategic thinking that aligns with business objectives and drives innovation.
  • Strong problem-solving skills, excellent communication and collaboration skills.
  • Passionate about keeping up with modern technologies and design.

Technology Must Haves:

  • C#, Python (if applicable)
  • Docker
  • Modern RDBMS (i.e. MS SQL, Postgres)
  • ASP.NET RESTful API design
  • Kafka / event-driven design
  • Terraform
  • Modern Web UI Frameworks (i.e. Angular, React, Blazor)

Technology Must Haves or Dedicate to Learning Quickly:

  • Kubernetes
  • Helm/ArgoCD
  • GitHub Actions
  • NoSQL databases
  • GraphQL
  • AI Tooling

The base pay range represents the anticipated low and high end of the pay range for this position. Actual pay rates will vary and will be based on various factors, such as your qualifications, skills, competencies, and proficiency for the role. Base pay is one component of WEX's total compensation package. Most sales positions are eligible for commission under the terms of an applicable plan. Non-sales roles are typically eligible for a quarterly or annual bonus based on their role and applicable plan. WEX's comprehensive and market competitive benefits are designed to support your personal and professional well-being. Benefits include health, dental and vision insurances, retirement savings plan, paid time off, health savings account, flexible spending accounts, life insurance, disability insurance, tuition reimbursement, and more. For more information, check out the "About Us" section. Pay Range: $207,000.00 - $275,000.00

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