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Tailscale

Solutions Engineer - Commercial (Expansion Sales)

Tailscale · Remote (Canada)

Posted about 3 months ago

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

Is this posting real?

This role has been open
80 days
Tailscale's roles stay open a median of 76 days
Reposted
No
Salary listed
No
2% of Tailscale's roles list one
Ghost-job risk at Tailscale
high
60 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
2026-10-22

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 Solutions Engineer at Tailscale, you will collaborate with Account Executives to drive new business for commercial customers by leading technical discovery, solution architecture, and product demonstrations. Your role will involve guiding complex deals, providing feedback to influence product direction, and creating scalable resources for the sales engineering team.

Our read on this posting2.8out of 5
benefits
5/5
freshness
1/5
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

  • 4/5+ years in a customer-facing SE/SA role within networking or security software
  • Proven experience co-owning pipeline and influencing quota outcomes with Sales
  • Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills
  • Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
  • Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit
  • Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls (e.g., Border0, CyberArk, Teleport)

What you get

  • An inclusive, flexible environment
  • A competitive total compensation package including base salary, equity incentive plan, and variable commission
  • Comprehensive group benefits with no waiting period
  • Remote first company with virtual and in-person social events
  • Employer-funded retirement contributions
  • Annual company retreat and team off-sites

Worth weighing

  • No specific mention of the technology stack used in the role
  • Salary range provided is OTE and may vary based on experience and skill set
  • Role requires strong sales acumen alongside technical expertise

Summarised from Tailscale's posting. Read the full original.

Listed by Tailscale on their greenhouse job board, last confirmed open on 2026-10-22. PitchMeAI is not the employer.

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