Site Reliability Engineering (SRE) Tech Lead

Founded in 2017, Obsidian Security was created to close a critical gap: securing the SaaS applications where modern business happens—platforms like Microsoft 365, Salesforce, and hundreds more.    Backed by top investors including Greylock, Norwest Venture Partners, and IVP, we’ve built a complete SaaS security platform to reduce risk, detect and respond to threats, and prevent breaches at the source. Our team includes leaders who helped define the categories of endpoint and identity security at CrowdStrike, Okta, Cylance, and Carbon Black.    Now, we’re transforming how SaaS is secured—in the era of agentic AI.    Today, Obsidian is trusted by global enterprises like Snowflake, T-Mobile, and Pure Storage. We protect more than 200 organizations across North America, Europe, the Middle East, Southeast Asia, Australia, and New Zealand—including many of the world’s largest Fortune 1000 and Global 2000 companies.   With strong global momentum, a growing partner ecosystem including SentinelOne, Databricks, and Google Cloud, and a major fundraise on the horizon, we’re scaling quickly toward long-term growth and IPO readiness. Join us as we define the future of SaaS security!

Site Reliability Engineering (SRE) Tech Lead 

Role Overview

As the SRE Tech Lead at Obsidian, you will define and build the reliability foundation for a complex, multi-tenant SaaS platform serving enterprise and financial customers. You will operate as a peer to the DevOps and Platform Engineering leads, driving a unified reliability strategy across the organization.

Your core mandate: ensure Obsidian detects every system failure before customers do—and communicates proactively when issues arise.

This is a hands-on technical leadership role with high ownership and visibility, reporting directly to the CTO. You will architect and implement systems that handle real-world complexity: upstream SaaS dependencies, sparse and noisy data, and mission-critical enterprise workloads.

Key Responsibilities:

• Map and instrument critical system paths for top-tier enterprise customers
• Build connector health models to classify issues:
• Internal defects (“our bug”)
• Upstream SaaS outages
• Expected sparse/low-signal scenarios
• Establish tiered incident communication:
• Public status page for all customers
• Direct outreach for high-priority accounts
• Define and begin rollout of SLI/SLO standards across microservices
• Develop self-service instrumentation tooling enabling engineering teams to own observability
• Implement baseline-aware anomaly detection across all connectors (beyond static thresholds)
• Mature incident response processes, including:
• Structured post-mortems
• Continuous reliability improvements

Required Qualifications

• 7+ years in SRE, production engineering, or similar roles
• 2+ years operating as a technical lead
• Deep expertise with:
• AWS and/or GCP
• Kubernetes, Helm
• Observability stack (Prometheus, Grafana)
• CI/CD systems (GitLab CI/CD, ArgoCD)
• Proven experience building monitoring for multi-tenant SaaS systems with complex data pipelines
• Strong debugging skills across distributed microservices and legacy systems
• Hands-on engineering mindset — able to instrument services directly, not just configure tooling
• Track record of building or significantly improving incident detection and response systems

Preferred Qualifications

• Experience in B2B SaaS serving enterprise or financial customers
• Familiarity with third-party SaaS connector ingestion patterns
• Experience building anomaly detection systems or baseline-aware alerting
• Experience implementing customer-facing status pages and incident communication frameworks

Why This Role

• Direct impact: Work closely with the CTO and shape company-wide reliability strategy
• Greenfield opportunity: Build a detection and reliability platform from the ground up
• Technically challenging: Solve for multi-tenant systems with upstream dependencies and sparse data
• High stakes: Protect systems relied upon by major financial institutions

What Success Looks Like

• Obsidian consistently detects and diagnoses issues before customers are impacted
• Clear, proactive communication builds customer trust during incidents
• Engineering teams independently own observability through scalable tooling
• Reliability becomes a measurable, continuously improving capabili