Systems and Site Reliability Engineer

Milan, Italy

About the position

Checkout Technologies is a start-up in Milan, Italy. We disrupt UX in Retail eliminating the queues and checkout delays. We base our system on the computer vision and artificial intelligence.

We are looking for an experienced engineer with a focus on operational tasks. You’ll spend time doing the hardware tech support, network troubleshooting, packaging dependency resolution, metrics collection system, and/or configuration management systems. You’ll work on metrics & monitoring, provisioning & packaging, authentication, tooling & time synchronization, scaling & security for distributed physical infrastructure. You’ll spend time teaching on how to build robust, reliable software.


  • Automate infrastructure, continually refine provisioning and release processes.
  • Continuously improve metrics, monitoring, and alerting of systems, applications, and stacks.
  • Build pipelines to maximize automation for CI as well as data ingestion to AI training and models.
  • Analyze performance physical infrastructure and make recommendations.
  • Design tools and implement tools for yourself, your team, and developers.
  • Review others’ designs and implementation for security, performance, and feature completeness.
  • Respond to production incidents.
  • Write property, integration, unit and performance regression tests.
  • Optimize hardware utilization (CPU, GPU, Memory).

Skills & requirements

  • Experience level: Mid-Level, Senior-Level
  • Knowledge about various Infrastructure Automation Tools (Ansible, Terraform)
  • Proficient with bash, python or golang
  • Perfect knowledge of CI/CD pipeline
  • Experience with monitoring tools like Prometheus, Grafana, Stackdriver.
  • Problem solving and troubleshooting
  • Be ready to gain momentum in the fast growing company
Do you lack some skills? Don't worry, we'd still love to hear from you!


  • Compensation (€40k - 50k)
  • Modern tech equipment
  • Grow quickly in a top-level team
  • Attend Conferences and Courses
  • Awesome co-workers
Are you interested in this position?