Job Description

Company: Upwork

Position Overview: Upwork is the world’s work marketplace, serving businesses from startups to over 30% of the Fortune 100. This role is part of Upwork’s Hybrid Workforce Solutions (HWS) Team, a global group supporting Upwork’s business operations. This is a full-time position (~40 hours per week, Monday-Friday) with participation in a production on-call rotation (once every 2-3 weeks). The role involves contributing to the continuous improvement of Upwork's environment and working with a major revenue-producing website with millions of users.

Work/Project Scope:

• Serve as a technical leader in modern SRE practices with a focus on zero-trust infrastructure, platform observability, and cloud-native scalability.
• Guide the architectural evolution of reliability systems, including multi-cluster Kubernetes environments, GitOps workflows, and service mesh integration.
• Champion SLO-driven engineering across teams and establish frameworks for defining, tracking, and enforcing reliability standards.
• Partner with platform and security teams to enable service-to-service authentication, policy enforcement, and resilient control planes.
• Develop AI-assisted tools and workflows (e.g., for incident triage, RCA generation, auto-remediation) to reduce operational burden and accelerate resolution.
• Define and maintain end-to-end observability strategies including distributed tracing, metrics pipelines, and log enrichment.
• Drive infrastructure automation efforts using IaC best practices, with an emphasis on policy-as-code, workload identity, and platform governance.
• Lead post-incident reviews and reliability audits to surface systemic gaps and drive continuous improvement.
• Mentor engineers across infrastructure and application teams on designing and operating reliable, scalable systems.

Requirements (Must Haves):

• Experience: 10+ years in SRE, DevOps, or production engineering roles, including experience operating large-scale distributed systems in production.
• Kubernetes Expertise: Deep expertise in Kubernetes operations, including multi-cluster orchestration, service mesh (Istio or equivalent), and workload policy management (e.g., OPA, Kyverno).
• GitOps: Proven experience building and maintaining GitOps pipelines using tools like ArgoCD or Flux.
• Observability: Strong fluency in observability tooling (e.g., Prometheus, OpenTelemetry, Grafana, or Datadog), with a focus on SLO-based alerting and incident detection.
• Automation & AI: Familiarity with reliability-as-code practices and automation using scripting languages (Python, Go, or Bash) and AI-enhanced workflows (e.g., Cursor, incident bots, PR-generating agents).
• Zero Trust: Experience designing and enforcing zero trust service-to-service authentication, workload identity, and mTLS policies.
• Incident Management: Track record of leading incident review programs, standardizing postmortems, and driving systemic reliability improvements.
• Collaboration: Ability to work cross-functionally with platform, security, and developer enablement teams to embed resilience across the SDLC.

Company Information: Upwork is the world’s work marketplace. We serve everyone from one-person startups to over 30% of the Fortune 100 with a powerful, trust-driven platform that enables companies and talent to work together in new ways that unlock their potential. Last year, more than $3.8 billion of work was done through Upwork by skilled professionals who are gaining more control by finding work they are passionate about and innovating their careers.

Upwork is proudly committed to fostering a diverse and inclusive workforce. We never discriminate based on race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical condition), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

Application Instructions: To learn more about how Upwork processes [Information truncated in the original description].