Tailscale
Manager,SolutionsEngineering-Enterprise
Neural analysis suggests this role is
optimal for Manager candidates.
“Manager, Solutions Engineering - Enterprise at Tailscale. Skills: Solutions Engineering leadership, Enterprise customer engagement, Technical credibility, People management, Cross-functional collaboration. 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. Set and uphold a high standard for enterprise discovery, technical evaluations, and successful rollouts that directly impact new customer acquisi”
What You'll Achieve.
Raise the quality of enterprise execution; Better discovery; Tighter technical evaluations; Clearer articulation of why Tailscale actually matters in a real-world architecture; Directly impact new customer acquisition and expansion; Turn real customer feedback into product direction
Industry & Context.
Develop judgment and technical depth; Problem-solving through customer outcomes and technical trade-offs
Fully distributed company, Remote first company, Some roles require in-office collaboration depending on team needs, Support for intentional in-person connection through team travel and distributed collaboration
What They're Looking For.
Must Have
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
Nice to Have
Judgment, energy, and credibility
What You'll Do.
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
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
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
actionable feedback to Product and Engineering grounded in concrete customer use cases and enterprise constraints
Stay current on cloud
and help the team continue sharpening both technical instincts and communication skills
How You'll Work.
Team & Collaboration
Partner closely with Sales; Collaborate across Tailscale; Collaborate deeply with Engineering and Marketing; Provide clear, actionable feedback to Product and Engineering
Communication Scope
Clear, confident, opinionated communication skills; Explain complex systems simply; Read the room; Land a point without over-explaining; Explain technical value; Sharpening communication skills
Process & Methodology
Setting a high bar for how enterprise engagements should be run, Successful rollouts
Full Job Description
About Tailscale Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital. Job Description We are looking for a Manager, Solutions Engineering – Enterprise & Mid-Market to join our rapidly growing team. The Solutions Engineering team partners with customers across the full lifecycle - from pre-sales through post-sales - by helping design, evaluate, and operationalize Tailscale in complex enterprise environments. This role exists to raise the quality of enterprise execution: better discovery, tighter technical evaluations, and clearer articulation of why Tailscale actually matters in a real-world architecture. The team works closely with Sales, Support, and Product, and collaborates deeply with Engineering and Marketing so customer feedback doesn’t disappear into a backlog. As Manager of Solutions Engineering, you will act as a true player-coach: showing up on important deals, coaching experienced SEs in real moments, and setting a high bar for how enterprise engagements should be run. If you care about people leadership, enjoy being close to the technology, and want to stay customer-facing while building a high-performing team of smart, self-sufficient solutions engineers, we should talk. Key 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 acquisiti
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