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Tailscale
Tailscale
51 – 200 Employees
SaaSSecurityTelecommunications
Tailscale builds secure networking software that connects people, services, and devices across locations and cloud environments. Its modern VPN is based on WireGuard and is designed to replace the complexity of traditional VPN infrastructure with fast deployment, encrypted connections, access controls, and zero-trust networking capabilities. The company operates across SaaS, security, and telecommunications, supporting use cases such as remote access, site-to-site connectivity, and multi-cloud networking for both organizations and individual users.
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Infrastructure Engineer, Remote in Canada

Improve observability, continuous delivery, and cloud infrastructure for Tailscale’s secure networking software. Partner with distributed teams to keep services reliable and support internal business needs.

CACanadaGBUnited KingdomUSUnited States
$218,420 – $273,360 / year
RemoteFull-timeMiddleSeniorEnglish RequiredInfrastructure Engineer
AWSCloudDistributed SystemsGoKubernetes

Description

  • Provide shared engineering services and tools that help internal teams work effectively.
  • Build tools and processes for internal teams.
  • Manage projects from start to finish while building strong stakeholder relationships.
  • Partner with customer-facing teams to support their work and streamline daily tasks.
  • Work with product engineering to gather data for business decisions.
  • Strengthen observability by integrating metrics, alerts, logs, and telemetry.
  • Identify and implement improvements to continuous deployment.
  • Use infrastructure as code to manage changes in cloud environments.
  • Partner with engineering teams on infrastructure improvements across functions.
  • Automate upgrades for managed services and virtual machines.
  • Design, build, test, and document core software components.
  • Instrument running services, participate in incident response, and address customer support escalations.
  • Improve the efficiency, scalability, and stability of system resources.

Requirements

  • Experience with CI/CD, secrets management, infrastructure as code, and observability.
  • Experience with distributed systems.
  • Experience operating cloud managed services; AWS experience is preferred.
  • Production Kubernetes experience is a strong plus.
  • Familiarity with networking, including IP addressing and routing.
  • Go experience is a plus.
  • Ability to give and receive constructive feedback and work independently.
  • Adaptability to the changing needs of a startup.
  • Strong written and verbal communication skills.

Benefits

  • Base salary, equity incentive plan, and variable commission for quota-based roles.
  • Group health, vision, and dental coverage for employees and families, with no waiting period.
  • Flexible remote-first work environment.
  • Virtual and in-person social events.
  • Corporate co-working program.
  • Employer-funded retirement contributions matched dollar for dollar up to 0.75% of eligible compensation annually.
  • Annual company retreat and team off-sites.
  • $1,500 USD per year for professional development.
  • Mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off.
  • Company-provided laptop, Mac or PC.
  • Monthly reimbursement for home internet.
  • $500 USD allowance for home office or workstation setup.
  • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents.

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