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Manager, Solutions Engineering – Enterprise
Location
Canada
Posted
81 days ago
Salary
$335K - $368.5K / year
Seniority
Senior
Job Description
Manager, Solutions Engineering – Enterprise
Tailscale
• 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.
Job 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.
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