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FreedomPay is seeking an Associate Site Reliability Engineer to join a team focused on improving platform reliability and reducing operational overhead through automation and AI-driven tooling. You will work on a global payment platform serving major enterprises across retail, hospitality, lodging, gaming, sports, entertainment, foodservice, education, healthcare, and financial services.
In this role, you will gain hands-on exposure to modern observability platforms, cloud technologies, incident response processes, and AI-assisted engineering practices. You'll work directly with development teams to integrate observability into products as they are being built, implement AI tools to accelerate troubleshooting and automation development, and build automation scripts that reduce manual operational effort. You will investigate alerts, identify root causes, troubleshoot scheduled jobs and integrations, and collaborate with senior engineers on remediation efforts. This position includes participation in an on-call rotation with mentorship and support from senior team members.
A key focus of this role is AI enablement and automation. You will use AI-assisted development tools such as Claude, ChatGPT, and Azure AI services to improve productivity. You will build agents that create and maintain observability standards across multiple development teams, apply AI tools to investigate incidents and accelerate root-cause analysis, and experiment with AI-powered observability capabilities such as anomaly detection and intelligent alerting. You will also learn best practices for responsible AI usage in a highly regulated payment-processing environment and contribute to a culture of continuous improvement through automation, AI experimentation, and knowledge sharing.
FreedomPay is a fast-paced, high-growth company with a business casual atmosphere and competitive benefits including medical, prescription, dental and vision coverage, life insurance, retirement plans with company match, commission sharing plan, flexible hybrid working environment, and parental and other leave programs.
REQUIREMENTS:
- Experience using Git, CI/CD pipelines, or Infrastructure as Code tools
- Exposure to containers and Kubernetes
- Experience building small automations, scripts, or AI-powered workflows
- Familiarity with Azure AI Foundry, Claude, ChatGPT, or similar AI technologies
- Experience supporting customer-facing or transaction-processing systems
- Ability to successfully pass a background check and credit check
