Site Reliability Engineer

About Plenful

Plenful is on a mission to move pharmacy forward through intelligent automation. We build AI-powered software that eliminates administrative burden, strengthens compliance, and unlocks revenue across critical pharmacy workflows, solving one of the biggest challenges in healthcare today: delayed patient care.

Built by a passionate team of former healthcare operators and world-class AI technologists, Plenful combines deep domain expertise with enterprise-grade technology to automate complex workflows across intake authorization, 340B program optimization, and pharmacy revenue reconciliation. Our AI platform is trusted by 95+ leading healthcare organizations to power smarter, faster, and more resilient pharmacy operations.

Backed by leading investors including Notable Capital, Bessemer Venture Partners, and TQ Ventures, Plenful is building the institutional memory for healthcare and powering the most complex, highest ROI healthcare workflows. We’re actively hiring as we continue to scale.

About The Role

We’re hiring a Site Reliability Engineer (SRE) to ensure the reliability, performance, and scalability of Plenful’s production systems as we continue to grow.

This role is centered on operating real systems at scale — not just building infrastructure, but deeply understanding how it behaves under load, fails in production, and recovers. You’ll define reliability standards, own production health, and build the feedback loops that make our systems more resilient over time.

You’ll work closely with backend, data, and ML engineers to ensure our platform is highly available, measurable, and continuously improving. This includes everything from incident response and performance debugging to SLO design and system-level optimization.

What You’ll Do

Reliability Engineering & System Ownership

Define and implement SLIs, SLOs, and error budgets across core services

Own production system health, including uptime, latency, and availability targets

Continuously improve system resilience through proactive reliability work

Identify and mitigate single points of failure across distributed systems

Production Operations & Incident Response

Participate in and improve on-call rotations and incident response processes

Lead incident triage, mitigation, and resolution in real time

Conduct blameless postmortems and ensure follow-through on action items

Build tooling and automation to reduce MTTR (Mean Time to Recovery)

Observability & System Insight

Design and evolve observability systems across:

Metrics, logs, and distributed tracing (OpenTelemetry)

Tooling including Datadog, CloudWatch, Grafana, Sentry

Improve signal quality to reduce noise and alert fatigue

Develop dashboards and alerts that reflect real system health and user impact

Use observability data to drive performance and reliability improvements

Performance & Scalability

Analyze system performance under load and identify bottlenecks

Optimize latency, throughput, and resource utilization across:

Serverless systems (AWS Lambda)

Containerized services (ECS)

Data systems (Aurora Postgres, ClickHouse)

Partner with engineering teams to improve system efficiency and scaling behavior

Automation & Reliability Tooling

Build automation to eliminate repetitive operational work

Improve deployment safety through reliability checks and safeguards

Contribute to CI/CD pipelines (GitHub Actions) with a focus on system stability

Develop tools for:

Incident response

Debugging

Capacity planning

Security, Compliance & Operational Maturity

Partner with security and compliance to ensure systems meet operational standards

Support audit readiness and reliability-related compliance requirements (Vanta)

Integrate monitoring and alerting into security and SIEM workflows

Help mature operational practices across the engineering team

Environment & Technical Context

You’ll Work Across a Modern Distributed Stack

Cloud: AWS (ECS, Lambda, RDS Aurora Postgres, CloudWatch)

Infrastructure: Terraform, Ansible, Linux

CI/CD: GitHub Actions

Observability: Datadog, Grafana, CloudWatch, OpenTelemetry, Sentry, pganalyze

Data Systems: Postgres, ClickHouse

Security & Compliance: Vanta, SIEM tooling

Product & Analytics: Amplitude

ML/Platform Infra: TrueFoundry

What Success Looks Like

Clear, enforced SLOs and error budgets across critical systems

Incidents are well-managed, rare, and decrease over time

Engineers have high-confidence signals about system health

Alerts are actionable, not noisy

Systems scale predictably under load without degradation

Postmortems lead to real, measurable improvements

Reliability is treated as a shared engineering responsibility, not a reactive function

Ideal Background

Must Have

5+ years in Site Reliability Engineering, SRE-adjacent roles, or production infrastructure

Strong experience operating and debugging distributed systems in production

Hands-on experience with:

Observability tooling (Datadog, Grafana, OpenTelemetry, etc.)

Incident response and on-call practices

Performance and reliability debugging

Experience defining and working with SLOs / SLIs / error budgets

Familiarity with:

AWS environments

Serverless and container-based architectures

Postgres or similar relational databases

Ability to write code/scripts (Python, Bash, etc.) for automation and tooling

Strong systems thinking and ability to reason about failure modes

Nice to Have

Experience in high-growth or high-scale environments

Background in regulated industries (healthcare, fintech)

Experience with ClickHouse or analytical systems at scale

Familiarity with chaos engineering or load testing frameworks

Exposure to ML infrastructure or data platforms

Plenful perks

Comprehensive Benefits Package: Enjoy unlimited PTO, fully covered health insurance (medical, dental, and vision), meal stipend, health & wellness stipend, 401(k) matching, and stock options.

Mission-Driven, World-Class Team: Join an exceptional group of professionals aligned around a meaningful mission and committed to making an impact.

Opportunities for Growth: Strengthen your partnership expertise through collaboration with experienced, high-performing leaders across the organization.

Flexible Work Environment: Employees based in the Bay Area enjoy two days per week in a brand-new downtown San Francisco office. Employees based in other cities enjoy a fully remote work environment with the ability to travel for collaboration.