Obsidian Security

Sr. Staff Site Reliability Engineer

Obsidian Security$232K — $263K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in SRE, Production Engineering, or related roles
  • 3+ years at a senior or technical leadership level (Staff or equivalent)
  • Deep expertise in AWS and/or GCP, Kubernetes, and observability stacks (Prometheus, Grafana)
  • Proven experience with multi-tenant SaaS platforms
  • Strong debugging skills across distributed systems
  • Demonstrated leadership in enhancing incident detection and system resilience
  • Hands-on experience in building reliability systems, not just configuring them.

Responsibilities

  • Define and lead long-term reliability strategy across services
  • Partner with teams to standardize reliability practices and serve as a technical escalation expert
  • Build intelligent detection systems and enable self-service observability
  • Evolve incident communication strategy and improve response practices
  • Contribute hands-on to system design, monitoring, and debugging across distributed systems.

Benefits

  • Competitive compensation with equity and 401k
  • Comprehensive healthcare with dental and vision coverage
  • Flexible paid time off and paid holiday time off
  • 12 weeks of new parent or family leave
  • Personal and professional development resources
Full Job Description
Sr. Staff Site Reliability Engineer

As a Sr. Staff SRE at Obsidian, you will define and drive the company-wide reliability vision for a complex, multi-tenant SaaS platform serving enterprise and financial customers. You will operate as a strategic partner to DevOps and Platform Engineering leadership, shaping a unified reliability strategy that scales across the organization.

Your core mandate: ensure Obsidian detects, diagnoses, and communicates system issues before customers are impacted-consistently and predictably.

This is a hands-on technical role that involves architecting and leading the implementation of systems that handle real-world complexity, including upstream SaaS dependencies, sparse and noisy signals, and mission-critical enterprise workloads.

Key Responsibilities
  • Reliability Strategy & Architecture - Define and lead long-term reliability strategy across services. Establish end-to-end system visibility frameworks and guide architecture for observability, detection, and resilience.
  • Cross-Org Leadership - Partner across teams to embed reliability, standardize SLI/SLOs, and serve as a technical escalation expert.
  • Detection & Observability - Build intelligent detection systems (anomaly detection, connector health models) and enable self-service observability.
  • Incident Management - Define and evolve a tiered incident communication strategy, improve response practices, and lead postmortems to strengthen reliability and customer trust.
  • Execution - Contribute hands-on to system design, monitoring, and debugging across distributed systems and data pipelines.

Required Qualifications
  • 5+ years in SRE, Production Engineering, or related roles
  • 3+ years operating at a senior or technical leadership level (Staff or equivalent scope)
  • Deep expertise in:
    • AWS and/or GCP
    • Kubernetes and Helm
    • Observability stacks (Prometheus, Grafana, or equivalent)
    • CI/CD systems (GitLab CI/CD, ArgoCD, etc.)
  • Proven experience designing and scaling reliability systems for multi-tenant SaaS platforms
  • Strong debugging and systems thinking across distributed microservices and legacy systems
  • Demonstrated ability to lead initiatives that improve incident detection, response, and system resilience
  • Hands-on engineering approach with a track record of building-not just configuring-reliability systems

Preferred Qualifications
  • Experience in B2B SaaS serving enterprise or financial customers
  • Familiarity with third-party SaaS connector architectures and ingestion patterns
  • Experience building anomaly detection or intelligent alerting systems
  • Experience designing customer-facing status pages and incident communication frameworks

Why This Role
  • Drive org-wide reliability strategy
  • Own and build new detection & observability systems
  • Tackle complex distributed systems challenges
  • Safeguard critical infrastructure for financial customers

What Success Looks Like
  • Issues caught and resolved before customer impact
  • Reliability is measurable and continuously improving
  • Teams self-serve observability with scalable tools
  • Clear, proactive incident communication builds trust
  • Reliability becomes a competitive advantage


Employee Benefits

Our competitive benefits packages are designed to support our employees' well-being, both at work and at home. Our US based employees enjoy:
  • Competitive compensation with equity and 401k
  • Comprehensive healthcare with dental and vision coverage
  • Flexible paid time off and paid holiday time off
  • 12 weeks of new parent or family leave
  • Personal and professional development resources

For more details on our US benefits, or for information on our international benefits, please see here.

Pay Transparancy

Please note that the base pay range is a guideline and for candidates who receive an offer, the base pay will vary based on factors such as work location, as well as the knowledge, skills and experience of the candidate. In addition to a competitive base salary, this position is eligible for equity awards and may be eligible for sales commission or incentive compensation based on the role or function within the company.

Base Salary Range

$232,000-$263,000 USD

About Obsidian Security

Obsidian Security is a cybersecurity company that provides cloud detection and response solutions. The company's platform uses machine learning and behavioral analytics to detect and respond to threats in real-time. Obsidian Security's solutions are used by companies in industries such as finance, healthcare, and technology to protect their cloud environments. The company was founded in 2017 and is headquartered in San Francisco, California.
Learn more about Obsidian Security
Size
100 employees
Industry
Founded
2017

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