About The Position

Waystar is seeking a highly skilled, proactive Senior Site Reliability Engineering professional to improve reliability, scalability, and performance across critical platforms. As a Senior Specialist, this engineer tackles complex reliability challenges, leads technical initiatives, and partners with engineering, product, and infrastructure teams to keep systems resilient, scalable, and efficient. The role focuses on reliability engineering, incident management, technical leadership, and monitoring, observability, and automation. The successful candidate is hands-on and enjoys solving complex infrastructure challenges, automating repetitive work, improving platform resilience, and helping engineering teams deliver reliable services at scale. They demonstrate ownership, operational excellence, and continuous improvement, and actively use AI tools and technologies to improve productivity, innovation, and decision-making. Waystar provides a cloud-based healthcare payments platform that helps providers simplify healthcare payments and revenue-cycle workflows. Its platform is trusted by providers, hospitals and health systems, and commercial and government payers.

Requirements

  • At least 7 years of experience in Site Reliability Engineering (SRE), DevOps, Infrastructure Engineering, or a related field.
  • Deep expertise with cloud platforms such as AWS, GCP, and/or Azure.
  • Strong experience with Kubernetes and containerized environments.
  • Hands-on experience with Infrastructure as Code (IaC) tools such as Terraform or CloudFormation.
  • Strong knowledge of observability platforms, including Prometheus, Grafana, Splunk, or similar tools.
  • Experience designing, supporting, and troubleshooting distributed systems at scale.
  • Strong scripting or programming skills in Python, PowerShell, or similar languages.
  • Experience building and supporting CI/CD pipelines and automation frameworks.
  • Excellent communication, collaboration, and problem-solving skills.
  • Demonstrated ability to drive technical initiatives and influence across teams.
  • Active use of AI tools and technologies to improve productivity, innovation, and decision-making.
  • Experience leveraging AI solutions to automate workflows and streamline operational processes.
  • Curiosity and adaptability when evaluating emerging AI technologies and best practices.
  • Commitment to continuous learning and experimentation with evolving AI capabilities.

Nice To Haves

  • Experience supporting highly regulated or high-availability environments, such as healthcare, financial services, or other mission-critical industries.
  • Familiarity with chaos engineering, performance optimization, and capacity planning methodologies.
  • Software development experience with strong coding skills in Python, Go, Bash, or related languages.
  • Experience implementing self-healing systems and automated remediation strategies.
  • Background leading reliability initiatives in cloud-native environments.

Responsibilities

  • Design, implement, and optimize solutions that improve system reliability, scalability, and performance.
  • Define, measure, and manage Service Level Indicators (SLIs), Service Level Objectives (SLOs), and error budgets.
  • Drive automation initiatives that reduce operational overhead and improve system stability.
  • Identify opportunities to enhance platform resilience and operational efficiency.
  • Serve as a technical lead during major production incidents and service disruptions.
  • Conduct root cause analyses and implement long-term corrective actions.
  • Champion blameless postmortems and continuous improvement practices.
  • Develop and enhance incident response, recovery, and escalation processes.
  • Lead cross-functional reliability and infrastructure initiatives.
  • Mentor engineers and promote reliability best practices across teams.
  • Influence architectural decisions so reliability and scalability are considered early in the development lifecycle.
  • Collaborate with software engineering teams to improve deployment pipelines, infrastructure, and system design.
  • Improve observability through metrics, logging, tracing, and alerting solutions.
  • Build and maintain dashboards, monitoring tools, and automated recovery mechanisms.
  • Enhance system visibility, capacity planning, and operational readiness.
  • Evaluate and implement tools that improve reliability, performance, and developer productivity.
  • Use AI tools and technologies to improve productivity, innovation, and decision-making, and leverage AI solutions to automate workflows and streamline operations.

Benefits

  • Competitive total rewards, including base salary and bonus if applicable.
  • Customizable benefits package, including three medical plans with a company match for Health Savings Accounts.
  • Generous paid time off for non-exempt team members, starting with three weeks, plus 13 paid holidays, including two personal floating holidays.
  • Flexible time off for exempt team members, plus 13 paid holidays.
  • Paid parental leave, including maternity and paternity leave.
  • Education assistance opportunities and free LinkedIn Learning access.
  • Free mental health and family planning programs, including adoption assistance and fertility support.
  • 401(k) program with company match.
  • Pet insurance.
  • Employee resource groups.
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