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Tailscale

Forward Deployed Engineer

Tailscale · Remote (United States)

Posted about a month ago

or apply directly on Tailscale's site. We never take the application ourselves.

Is this posting real?

This role has been open
30 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 Forward Deployed Engineer at Tailscale, you will act as a liaison between the company's technical capabilities and the needs of strategic customers. Your day-to-day responsibilities will include onboarding new customers, providing technical support, conducting quarterly business reviews, and building strong relationships to ensure customer success with Tailscale's products. You will also collaborate with internal teams to relay customer feedback and develop technical documentation.

Our read on this posting3.4out of 5
benefits
4/5
freshness
4/5
career value
4/5
role clarity
5/5
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

  • 6+ years in a technical role with minimum 2 years of customer-facing experience
  • Experience working with enterprise customers in a consultative capacity
  • Strong understanding of networking, VPNs, and security principles
  • Experience with cloud infrastructure (AWS, GCP, Azure) and tools like Docker, Kubernetes
  • Prior experience in a customer-facing technical role such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer at a SaaS company
  • Ability to clearly explain complex technical concepts to a diverse audience

What you get

  • Competitive total compensation package including base salary, equity, and variable commission
  • 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
  • Support for personal and professional development with $1500 USD annually for professional development
  • Flexible paid time off program
  • Build-your-own home office setup with a $500 USD allowance

Worth weighing

  • No specific mention of technology stack used in the role
  • Role involves significant customer interaction which may not suit all technical professionals
  • Remote work with some roles requiring in-office collaboration depending on team needs

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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