Staff Site Reliability Engineer

About the role:

We are seeking an exceptional Staff Site Reliability Engineer to own the reliability strategy for the cloud infrastructure powering Garner’s products and AI/ML workloads. This role sits on our Platform Engineering team. As the most senior reliability voice in the organization, you will set the technical direction for how Garner defines, measures, and upholds production quality, architecting the SLO framework, incident response program, and automation standards that every engineering team builds on. Because our systems directly influence health outcomes for millions of patients, maintaining the highest standards of production quality is imperative. This is an automation-first role: you will use AI tools to continuously convert manual operational work into monitored, hands-free processes, and build the platform that lets every Garner engineer do the same.

Where you will work:

Garner is headquartered in NYC, but this position is available for individuals who are comfortable with remote work and occasional travel to HQ.

What you will do:

• Own the Reliability Strategy: Architect and own the end-to-end reliability, performance, and resilience of Garner’s cloud environments (AWS, Kubernetes), including those powering AI/ML workloads; design the SLO framework our critical services are measured against and lead the technical decision-making that keeps us ahead of scale
• Lead the Incident Response Program: Set the standard for how Garner responds to incidents: serve in and level up the on-call rotation, lead response for the most complex escalations, drive deep-dive root cause analysis, and build the review culture that sees corrective actions through to resolution
• Own Observability: Architect the monitoring, alerting, and observability platform that lets us detect and resolve issues before users feel them, and that lets stakeholders quickly identify the health of every team’s products
• Translate Ambiguity: Take high-level, ambiguous scaling and reliability requirements and transform them into well-defined, automated, and composable infrastructure-as-code deliverables (Terraform); proactively identify and implement cost-efficiency and performance gains across the stack to maximize cloud ROI
• Course-Correct Technical Direction: Proactively identify when infrastructure workflows or technical paths are inefficient or fragile and redirect efforts to ensure the highest ROI for the engineering function, paying down impactful tech debt and using AI tools and automation to convert repetitive operational work into hands-free, monitored processes
• Multiply the Engineering Team: Build and own the deployment and observability standards that empower the broader engineering team to ship AI features faster and more reliably; mentor engineers across the organization and provide high-quality feedback that raises the bar for operational rigor and discipline
• Uphold Security & Compliance: Ensure our infrastructure and operations meet Garner’s security and HIPAA compliance obligations, and lead rigorous review of infrastructure changes so platform work meets the same standards as our customer-facing products

The ideal candidate has:

• 7+ years of hands-on experience operating production cloud infrastructure at scale in an SRE, DevOps, or platform engineering role
• Deep expertise with Kubernetes and Terraform in a cloud-first environment (AWS preferred), with a track record of architecting reliability for systems at scale
• Experience designing an organization’s reliability practice (SLO frameworks, observability platforms, incident response programs, and blameless post-incident reviews) and the judgment to know when to build vs. buy
• Strong Python or Go skills applied to infrastructure automation (Kubernetes API experience a plus)
• Track record driving cloud cost-efficiency and performance optimization across compute, storage, and networking
• Mentorship experience and the ability to set technical direction as the senior reliability voice
• Excellent communication skills—able to make complex reliability concepts land with both technical and non-technical stakeholders
• Fluency with AI tools (e.g., Claude) applied to real engineering and operations workflows, or strong motivation to build it fast
• Experience supporting AI/ML or data-intensive workloads in production is a plus
• Experience operating in a security-conscious or regulated environment (HIPAA, SOC 2) is a plus
• A desire to be a part of a high-performing, mission-driven team that operates with intense urgency, a strong sense of individual accountability, and a commitment to authentic feedback

Technologies we use:

• AWS, Kubernetes, Terraform, Istio, Python, Go, TypeScript, Postgres, NATS, Datadog, GitLab

This is a unique opportunity to join a fast-growing company in a transformative role, helping shape the future of healthcare.

Compensation Transparency:

The target salary range for this position is $241,000 - $270,000. Individual compensation for this role will depend on various factors, including qualifications, skills, and applicable laws. In addition to base compensation, this role is eligible to participate in our equity incentive and competitive benefits plans, including but not limited to: flexible PTO, Medical/Dental/Vision plan options, 401(k), Teladoc Health and more.