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Senior Site Reliability Engineer

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: WEX, Inc.
Full Time position
Listed on 2025-12-28
Job specializations:
  • IT/Tech
    Systems Engineer, Cloud Computing, SRE/Site Reliability
Salary/Wage Range or Industry Benchmark: 150000 - 200000 USD Yearly USD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Position: Senior Staff Site Reliability Engineer

About the Team & Role

We are looking for a highly motivated and high-potential Senior Staff Site Reliability Engineer (SRE) to join our team as a senior technical leader, driving transformational change and delivering significant business impact across WEX's platform ecosystem.

This is a truly exciting moment to be part of the SRE organization  sophisticated platforms support a broad spectrum of customer businesses and generate vast, complex telemetry and operational data. Reliability, scalability, and efficiency are critical to unlocking the full potential of our services and enabling business and customer value at scale.

As a Senior Staff SRE, you'll be at the forefront of defining and executing WEX's reliability engineering vision. You'll lead complex, cross-functional initiatives that elevate our observability, incident and problem management, automation, performance optimization, and capacity planning capabilities. You'll architect resilient systems, design proactive reliability strategies, and build the frameworks and tooling that power operational excellence across the company.

Beyond hands-on technical contributions, you'll serve as a strategic thought partner to engineering, product, and platform leadership – setting direction, influencing architecture, and embedding SRE principles across our development lifecycle. You'll mentor engineers across levels, scale best practices, and act as a catalyst for a culture of reliability, continuous improvement, and innovation.

We work with modern technologies, leverage AI and automation to drive smarter operations, and operate within an agile, product-centric engineering model.

If you're a visionary technical leader passionate about building reliable, scalable systems—and you're excited to make a lasting impact while growing your career—this is a rare and powerful opportunity.

How you'll make an impact
  • Set the vision and strategy for SRE across the organization.

  • Lead the development of innovative solutions to complex reliability challenges.

  • Represent the organization in industry forums and conferences.

  • Drive cultural transformation to prioritize reliability and operational excellence.

  • Build and maintain relationships with executive stakeholders.

  • Lead organization-wide reliability engineering initiatives.

  • Ensure business continuity, disaster recovery, and compliance.

Experience you'll bring
  • 12+ years of experience in SRE, Dev Ops, or software engineering leadership.

  • Deep experience in cloud-native architecture and large-scale distributed systems.

  • Deep knowledge of Kubernetes, service meshes, and distributed tracing.

  • Deep expertise in system design, automation, and performance optimization.

  • Advanced cloud automation experience (AWS, Azure, GCP).

  • Exceptional leadership skills with a proven track record of driving reliability improvements.

  • Experience with monitoring and logging (Grafana, ELK stack, Splunk, etc.).

  • Knowledge of containerization and orchestration (Docker, Kubernetes).

  • Strong understanding of database reliability engineering (MySQL, Postgre

    SQL, No

    SQL).

  • Knowledge of networking, databases, and storage architectures.

  • Excellent incident command and crisis management skills.

  • Strong experience in regulatory and compliance frameworks.

  • Experience with systems with high availability and reliability equivalent to benefit platforms.

Preferred Qualification
  • Ability to influence C-level executives on reliability strategies.

  • Deep expertise in AI/ML for anomaly detection and predictive analytics in observability.

  • Proven ability to align SRE practices with business goals.

  • Strong financial acumen in cost optimization and cloud spending strategies.

  • Experience with identifying and solving significant problems for Site Reliability and Operations using AI.

  • Recognized thought leader with publications or conference talks in SRE.

  • Strong ability to build high-performing SRE teams and mentor engineering leaders.

  • Experience in healthcare, insurance, or benefits technology.

  • Understanding of Benefits domain such as claims processing, eligibility lookup success rate

  • Understanding of incident impact awareness on members and providers.

  • Experience working with compliance frameworks such as HIPAA, SOC 2,…

Position Requirements
10+ Years work experience
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