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 be responsible for providing high-quality technical support to users, resolving configuration and networking issues, and managing a high volume of support tickets. You will work closely with the customer experience and product teams to identify and advocate for improvements, while also maintaining a focus on user satisfaction and technical accuracy in your communications.
- benefits
- 4/5
- 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
- Passion for solving technical issues and providing support
- Foundational understanding of networking fundamentals (DNS, IP addressing, firewalls, routing)
- Proficiency in troubleshooting across macOS, Windows, Linux, and mobile operating systems
- Familiarity with Jira and Slack
- Excellent written communication skills
- 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 with a dollar-for-dollar match 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 company-owned laptop and workstation customization budget
- Paid parental leave program
Worth weighing
- No specific details on the technical stack or tools used in the role
- Salary range provided but individual offers may vary based on experience and skill set
- Role may involve high volume of tickets which could lead to stress
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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