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Tier 2 Support Engineer

Job in Saskatoon, Saskatchewan, F7K, Canada
Listing for: Tailscale
Full Time position
Listed on 2026-07-07
Job specializations:
  • IT/Tech
    IT Support, Systems Administrator, Technical Support, Cloud Computing: Infrastructure & Operations
Job Description & How to Apply Below
Position: Tailscale Tier 2 Support Engineer
Join Tailscale as a Tier 2 Support Engineer and provide expert technical assistance to a global user community.

Your role will focus on resolving complex networking issues remotely.

This position calls for a support engineer experienced in SaaS environments with a strong grasp of networking fundamentals. You will handle technical escalations, troubleshoot advanced configurations, and mentor Tier 1 colleagues. Your proactive approach and curiosity for technology will greatly improve user experiences while driving high customer satisfaction scores.

Key Responsibilities:

• Serve as primary escalation point for complex technical tickets

• Diagnose advanced Tailscale-specific networking issues

• Manage ticket queue meeting SLA requirements

• Ensure positive user outcomes by providing accurate guidance

• Mentor Tier 1 support staff through ticket reviews

Requirements:

• Minimum 4 years in technical support, preferably SaaS

Hands-on experience with Tailscale or similar products

• Strong knowledge of TCP/IP, DNS, and networking

• Proficiency across macOS, Windows, and Linux

• Familiarity with SSO integrations like Okta

Elevate your career at Tailscale by tackling complex technical challenges and improving user satisfaction.
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