About The Position

Waystar is seeking a highly skilled, proactive Senior Site Reliability Engineer II to improve reliability, scalability, and performance across critical platforms. As a senior specialist, the role addresses complex reliability challenges, leads technical initiatives, and partners with engineering, product, and infrastructure teams to keep systems resilient, scalable, and efficient. The engineer designs and optimizes reliability solutions, defines and manages SLIs, SLOs, and error budgets, and advances automation to reduce operational overhead. The role also leads incident response and root cause analysis, promotes blameless postmortems, and improves recovery and escalation processes. This position provides technical leadership across reliability and infrastructure initiatives, mentors engineers, and influences architecture and software delivery practices. It improves observability with metrics, logging, tracing, alerting, dashboards, and automated recovery mechanisms, while supporting capacity planning and operational readiness. The role also applies AI tools and technologies to improve productivity, decision-making, and operational workflows. Waystar provides a cloud-based healthcare payments platform intended to simplify provider workflows and improve financial outcomes. The company describes its work as supporting providers, hospitals, health systems, and payers across the healthcare revenue cycle.

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 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 to reduce operational overhead and improve system stability.
  • Identify opportunities to improve 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.
  • Promote blameless postmortems and continuous improvement practices.
  • Develop and improve 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 development.
  • 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; leverage AI solutions to automate workflows and streamline operational processes.
  • Continuously evaluate emerging AI technologies and experiment with evolving AI capabilities.

Benefits

  • Competitive total rewards, including base salary and bonus if applicable.
  • Customizable benefits package, including three medical plans with a company Health Savings Account match.
  • 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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