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.