Manager, Solutions Engineering – Enterprise

This is a fully remote position, open to applicants in Canada.

📋 Description

• Lead and expand a small, senior team by mentoring on active deals, enhancing judgment and technical expertise, and recruiting individuals who enhance the team's capabilities rather than simply increasing its size.

• Establish and maintain a high bar for enterprise discovery, technical assessments, and successful implementations that have a direct impact on new customer acquisition and growth.

• Collaborate closely with Sales as a reliable technical partner on intricate enterprise opportunities, assisting in shaping deal strategies, architecture, and ensuring execution quality.

• Work across Tailscale to enhance the execution of proofs of concept, articulate technical value, and transform genuine customer feedback into product direction.

• Deliver clear, actionable feedback to Product and Engineering based on specific customer use cases and enterprise constraints rather than hypothetical scenarios.

• Remain updated on trends in cloud computing, DevOps, networking, and security, while helping the team continuously refine both technical instincts and communication skills.

⛳️ Requirements

• Proven experience in leading teams, preferably as a working manager who enjoys engaging with the finer details.

• Background in a technical, customer-facing enterprise role such as Solutions Engineer, Sales Engineer, or a similar position.

• Strong, confident communication skills—you can simplify complex systems, gauge audience reactions, and make your point without excessive elaboration.

• Solid grasp of networking and security fundamentals, including cloud environments like AWS VPCs and Azure virtual networks.

• Practical technical experience with developer tools, DevOps principles, and contemporary cloud architectures (CI/CD, infrastructure, APIs).

• Capability to articulate Tailscale’s value in your own terms, rooted in customer results and technical trade-offs rather than promotional language.

🏝️ Benefits

• An inclusive, flexible environment that allows you to be your authentic self.

• A competitive total compensation package.

• Comprehensive group benefits with no waiting period.

• Remote-first company—most of our teams operate fully remotely.

• Opportunities to connect with other Tailscalars in real life.

• Support for your personal and professional growth.

• Paid time off and a healthy work-life balance.

• A customizable home office setup.

• Generous parental leave program from your first day.