or apply directly on Tailscale's site. We never take the application ourselves.
Is this posting real?
- This role has been open
- 28 days Tailscale's roles stay open a median of 41 days
- Reposted
- No
- Salary listed
- No 2% of Tailscale's roles list one
- Ghost-job risk at Tailscale
- high 25 stale, 2 reposted of 60 open
- Hiring momentum
- 113 roles opened in the last 90 days ↑ up vs. the prior 90 days
- Last confirmed on the employer's board
- 2026-09-17
Measured from postings appearing on and disappearing from Tailscale's own greenhouse board since 2026-08-03. Full hiring picture for Tailscale.
About this role
As a Customer Support Engineer (Tier 1) at Tailscale, you will provide technical support to users by resolving configuration and networking challenges. Your role involves managing a high volume of support tickets, ensuring timely responses, and driving positive user outcomes while collaborating with cross-functional teams to enhance the user experience.
- benefits
- 3/5
- freshness
- 4/5
- career value
- 4/5
- role clarity
- 4/5
- pay transparency
- 0/5
Scored from the posting itself — how clearly the role is described, how much it says about pay and benefits, and how recently it was listed. Not a judgement of Tailscale as an employer.
What you need
- Passionate about solving technical issues and providing high-quality support
- Foundational understanding of networking fundamentals including DNS, IP addressing, firewalls, and routing
- Proficiency in troubleshooting across macOS, Windows, Linux, and mobile operating systems
- Familiarity with Jira and Slack for managing workflows and communication
- Excellent written communication skills to explain complex technical concepts clearly
- Proactive approach to learning new technologies
What you get
- Comprehensive group benefits with no waiting period for health, vision, dental, and more
- Employer-funded retirement contributions matched dollar-for-dollar up to 0.75% of eligible compensation
- $1500 USD annually for professional development
- Flexible paid time off program
- Build-your-own home office setup with a $500 USD allowance
- Paid parental leave program
Worth weighing
- Remote-first company with some roles requiring in-office collaboration based on team needs
- No specific mention of career advancement opportunities beyond professional development support
Summarised from Tailscale's posting. Read the full original.
Listed by Tailscale on their greenhouse job board, last confirmed open on 2026-09-17. PitchMeAI is not the employer.
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