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Tailscale

Implementation Engineer

Tailscale
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about 1 month ago
Remote, CanadaMid Level / Senior

Responsibilities

  • Own the end-to-end technical onboarding journey for a high volume of accounts.
  • Provide hands-on guidance for technical configurations, including IdP integration and Tailnet administration.
  • Partner closely with AEs and SEs to ensure a seamless transition from pre-sales to active usage.
  • Act as a feedback loop for Product and Engineering teams by identifying onboarding friction points.
  • Maintain data hygiene within sales and CSP tooling to track onboarding metrics.
  • Facilitate handoffs to Support and Post-sales teams once adoption milestones are met.
  • Define and refine onboarding success metrics and develop post-onboarding surveys.

Requirements

  • 2–4+ years of experience in a technical, customer-facing role.
  • Strong foundational knowledge of networking concepts including OSI model and VPN operations.
  • Proficiency in installing software across diverse operating systems.
  • Strong skills in diagnosing and resolving networking issues.
  • Ability to read and modify JSON or YAML configs for ACL and Kubernetes deployments.
  • Exceptional organizational skills to manage multiple concurrent tasks.
  • Clear and empathetic communication style for technical and non-technical stakeholders.
  • A builder’s mindset with a passion for solving technical puzzles.

Benefits

  • An inclusive, flexible environment to be your authentic self.
  • A competitive total compensation package including base salary and equity.
  • Comprehensive group benefits with no waiting period for health, vision, and dental coverage.
  • Remote-first company with options for co-working and social events.
  • Support for personal and professional development with an annual budget for training.
  • Flexible paid time off program for work-life integration.
  • Build-your-own home office setup with a company laptop and reimbursement for internet.
  • Generous parental leave program from your first day.

Tech Stack

iOSKubernetesLinuxmacOSWindows

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