Manager, Solutions Engineering - Enterprise

Tailscale is building the new Internet by delivering software that securely interconnects people and their devices. They are seeking a Manager for Solutions Engineering to lead a team that partners with customers throughout the entire lifecycle, enhancing enterprise execution and improving customer feedback integration into product direction.

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