FreedomPay

Sr. Site Reliability Engineer

FreedomPay
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2 months ago
Remote, United StatesSenior

Responsibilities

  • Build and maintain understanding of the platform and custom application stack.
  • Implement and improve observability strategies, metrics, and AI/ML-driven monitoring across the development lifecycle.
  • Design and maintain automated remediation and self-healing workflows for common failure modes.
  • Use AI-assisted tools for automation development, anomaly detection, alert correlation, root-cause analysis, postmortems, and runbooks.
  • Handle production escalations, participate in an engineering on-call rotation, and support after-hours incidents on a rotational basis.
  • Troubleshoot failed scheduled jobs and data-related concerns.
  • Improve incident response procedures, documentation, and integrations between monitoring, ticketing, and remediation systems.
  • Champion secure and responsible adoption of AI tooling while protecting sensitive data and meeting security, privacy, and PCI obligations.

Requirements

  • Bachelor’s degree in Computer Science or equivalent years of relevant experience.
  • At least 5 years of hands-on technical experience in highly available, high-throughput, web-based technology environments.
  • Expertise with an enterprise APM platform and its AI/ML-driven AIOps capabilities; Dynatrace is strongly preferred, with Datadog or New Relic as comparable alternatives.
  • Experience using Anthropic Claude, OpenAI Codex, Azure AI services, Foundry, or Azure SRE Agent for operational and engineering work.
  • Proficiency with PowerShell and/or Python for scripting, automation, tooling, and remediation workflows.
  • Strong SQL/T-SQL skills and understanding of DNS, HTTP/HTTPS, load balancing, and TCP/IP routing and switching.
  • Working knowledge of container orchestration, IaaS/PaaS cloud services, Azure, VMware, and application development processes.
  • Preferred experience includes SLI/SLO implementation, enterprise incident management, AIOps or ML-driven production automation, Azure Kubernetes Service, Windows Server/IIS, PagerDuty Process Automation, real-time transaction processing, PCI practices, MLOps, documentation automation, service catalogs, and QA test automation in CI/CD pipelines.
  • Strong problem-solving, communication, organizational, ownership, service, and self-directed learning abilities.

Benefits

  • Medical, prescription, dental, and vision coverage.
  • Life insurance and retirement plans with company match.
  • Commission sharing plan and parental and other leave programs.
  • Flexible hybrid working environment based in the Philadelphia area; remote arrangements may be considered for exceptional candidates, with occasional Philadelphia travel required.
  • Opportunity for upward mobility, professional development, and career growth.
  • Full-time salaried position with rotational on-call and after-hours production support.
  • Successful completion of a background check and credit check is required.

Tech Stack

AzureDatadogPowerShellPythonSQL

Categories

Site Reliability
FreedomPay

About FreedomPay

501-1,000 employees
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