Manager, Solutions Engineering – Enterprise

Job Description:

• 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.