Manager, Solutions Engineering – Enterprise

Posted 5 days ago

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About the role

  • Manager leading solutions engineering for enterprise at Tailscale. Collaborating across teams to provide technical expertise and grow a high-performing team.

Responsibilities

  • Manage and grow a small, senior team by coaching on live deals, developing judgment and technical depth, and hiring people who make the team better - not just bigger.
  • Set and uphold a high standard for enterprise discovery, technical evaluations, and successful rollouts that directly impact new customer acquisition and expansion.
  • Partner closely with Sales as a credible technical counterpart on complex enterprise opportunities, helping shape deal strategy, architecture, and execution quality.
  • Collaborate across Tailscale to improve how we run proofs of concept, explain technical value, and turn real customer feedback into product direction.
  • Provide clear, actionable feedback to Product and Engineering grounded in concrete customer use cases and enterprise constraints (not hypotheticals).
  • Stay current on cloud, DevOps, networking, and security trends, and help the team continue sharpening both technical instincts and communication skills.

Requirements

  • Experience leading people, ideally as a working manager who still enjoys being in the details
  • Experience in a technical, enterprise customer-facing role such as Solutions Engineer, Sales Engineer, or similar
  • Clear, confident, opinionated communication skills—you can explain complex systems simply, read the room, and land a point without over-explaining
  • Solid understanding of networking and security fundamentals, including cloud environments such as AWS VPCs and Azure virtual networks
  • Hands-on technical background with experience in developer tooling, DevOps principles, and modern cloud architectures (CI/CD, infrastructure, APIs)
  • Ability to explain Tailscale’s value in your own words, grounded in customer outcomes and technical trade-offs rather than marketing language.

Benefits

  • An inclusive, flexible environment where you can be your authentic self.
  • A competitive total compensation package.
  • Comprehensive group benefits with no waiting period.
  • Remote first company—most of our teams work fully remotely.
  • Connect with other Tailscalars IRL.
  • Support for your personal and professional development.
  • Paid time off and a healthy work-life integration.
  • A build-your-own home office setup.
  • Generous parental leave program from your first day.

Job type

Full Time

Experience level

Mid levelSenior

Salary

CA$335,000 - CA$368,500 per year

Degree requirement

Bachelor's Degree

Tech skills

AWSAzureCloud

Location requirements

RemoteCanada

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