Senior Site Engineer

Summary

Join Sertifi as a Senior Site Engineer and contribute to a leading technology company serving the Hospitality and Travel industry. You will work cross-functionally with multiple teams to improve our platform's scalability, reliability, and observability. This role requires deep experience in on-premise datacenter management, CI/CD, and automation. You will maintain and optimize our infrastructure, provide mentorship, and participate in on-call rotations. The position is based in Chicago or a Sertifi-approved remote state. Sertifi offers competitive benefits, including unlimited PTO and comprehensive health insurance.

Requirements

• Deep experience with CI/CD services like TeamCity, Octopus Deploy, Github Actions
• Deep Experience in On-Premise Datacenter management, including compute, storage, networking, and security
• Experience with Windows Server Administration, including Active Directory, Group Policies, DNS, with an ability to ensure high availability, secure configurations, and efficient server management in the datacenter
• Demonstrated ability to systematically troubleshoot and lead an incident response team
• Experience with automation tools and configuration-as-code (Ansible, Puppet, Chef, Vagrant, etc.)
• Experience with Tailscale
• Experience with IaC (Terraform, Bicep etc)
• Strong understanding and experience in Release Management
• Experience utilizing containers in CI/CD
• Experience with cloud services (preferably AWS)

Responsibilities

• Serve as team Subject Matter Expert in Operations and Networking
• Maintain and optimize physical On-Premise infrastructure and network hosted at a co-located data center, while supporting a migration to cloud
• Provide guidance and mentorship, elevating the understanding and technical depth to other Site Engineering team members
• Improve automation of software releases, including evaluation of deploy patterns and processes to minimize issues in production environment
• Always looking for ways to improve / automate existing processes
• Participate in the system team’s on-call rotation for production outages

Preferred Qualifications

• Experience with Github Actions and YAML Configs
• Experience with cloud IaC platforms like Terraform Cloud or Spacelift
• Any related cloud or vendor certifications
• Experience with Liquibase and respective pipelines

Benefits

• Competitive salary
• Unlimited PTO
• Medical/dental/vision insurance
• Short-term and long-term disability insurance
• 401k with company match
• Paid parental leave
• Life insurance
• Pre-tax Transit Benefit Program