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Infrastructure Engineer

Tailscale· Engineering
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Hybrid (Canada)CA$218.4k - CA$273.4kfull-timePosted 1w ago

About the role

Remote, Canada-based full-time Infrastructure Engineer role at Tailscale focused on building and maintaining internal infrastructure, observability, CI/CD, and cloud-based services to support product teams.

Responsibilities

  • Work as part of a team of engineers to design, build, test, and document core software components.
  • Exhibit ownership over the running services that comprise Tailscale’s product by building for observability, participating in incident response, and fielding customer support escalations.
  • Analyze and improve efficiency, scalability, and stability of various system resources.
  • Support and enable internal business units through shared engineering services and functionalities, building tools and processes for those teams to succeed.
  • Build relationships with multiple stakeholders across the organization to understand and meet their needs with projects you'll own end to end.
  • Work directly with internal customer facing teams to empower their mission and take pride in making their day-to-day lives easier. Work with product engineering to extract the data needed to drive business decisions.
  • Improve observability through metrics, alerting, logging and telemetry integration
  • Identify and build improvements for Continuous Deployment
  • Utilize infrastructure as code to make changes in a cloud environment
  • Collaborate with other engineering teams to build cross functional infrastructure improvements
  • Automate upgrades for managed services and VMs.

Qualifications

  • Experience with CI/CD, secrets management, infrastructure as code, and observability
  • Experience with distributed systems
  • Experience with operating managed services in a cloud environment (preferably AWS)
  • Experience with operating Kubernetes in production is a strong plus
  • Familiarity with networks (IP addressing, routing, etc.)
  • Most of the non-front-end portions of the system are developed in the Go programming language. Experience with Go is a plus
  • Ability to give and process constructive feedback, as well as work independently
  • Flexibility to adjust to the dynamic nature of a startup
  • Excellent written and verbal communication skills

Skills

Required:CI/CDSecrets managementInfrastructure as codeObservabilityDistributed systemsCloud providers
Nice to have:Go programmingKubernetesNetworking

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package including base salary, equity incentive plan and variable commission (for quota-based roles)
  • Comprehensive group benefits with no waiting period (health, vision, dental, and more) for you and your family
  • Remote first company with opportunities for in-person collaboration as needed; corporate co-working program
  • Employer-funded retirement contributions with employer match up to 0.75% of eligible compensation
  • Annual company retreat and team off-sites; cross-border collaboration
  • Professional development budget of 1500 USD annually, mentoring, coaching, and internal promotions
  • Flexible paid time off
  • Build-your-own home office setup: company laptop, internet reimbursement, and 500 USD to customize workstation
  • Paid parental leave (20 weeks birthing, 16 weeks non-birthing)
Last updated Oct 15, 2026. Interested? Apply on the company site.

About Tailscale

Secure Connectivity for AI, IoT & Multi-Cloud

The connectivity platform for devs, IT, and security teams. Zero Trust identity-based access that deploys in minutes and scales to every resource.

SecurityNetworkingZero TrustIdentity-based accessMulti-Cloud
Company profileWebsite

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