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Customer Support Engineer - Remote

Remote / Online - Candidates ideally in
Saskatoon, Saskatchewan, F7K, Canada
Listing for: Tailscale
Remote/Work from Home position
Listed on 2026-07-17
Job specializations:
  • IT/Tech
    IT Support, Technical Support, Systems Administrator
Job Description & How to Apply Below
Position: Customer Support Engineer - Remote Role
Take on the role of a Customer Support Engineer with Tailscale, specializing in resolving complex technical issues for users worldwide. This fully remote position focuses on advanced troubleshooting.

As a Tier 2 Support Engineer, you will tackle escalated tickets while collaborating with product teams to enhance user experiences. Your technical acumen in VPN products and networking fundamentals will be key to providing effective support. Contribute to a diverse team dedicated to building a better Internet.

Key Responsibilities:

• Act as the primary contact for advanced ticket resolutions

• Diagnose and resolve complex networking issues

• Ensure SLA compliance for prompt ticket management

• Maintain high customer satisfaction through expert guidance

• Mentor Tier 1 engineers to enhance overall service quality

Requirements:

• At least 4 years in technical support, ideally SaaS

• Familiarity with Tailscale or comparable VPN technology

• Strong grasp of networking principles and protocols

• Experience with systems like macOS, Windows, Linux

• Knowledge of SSO and integrations with platforms like Azure AD

Join Tailscale and use your technical skills to support a global community of users.
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