Manager, Solutions Engineering - Enterprise

4 weeks, 1 day ago
Full-time
Lead
Customer and Technical Support
Tailscale

Tailscale

Tailscale is a zero config VPN service that simplifies network security and connectivity for teams of any scale, offering easy deployment, minimal latency, and compatibility with existing services.

Diversified Telecommunication Services
51-250
Founded 2019
$115M raised

Description

  • Manage and coach a small, senior Solutions Engineering team through live deals and day-to-day technical guidance.
  • Hire and develop team members who strengthen the team’s technical depth and judgment.
  • Set a high standard for enterprise discovery, technical evaluations, and successful customer rollouts.
  • Partner with Sales as a technical counterpart on complex enterprise opportunities and help shape deal strategy and architecture.
  • Collaborate with Support, Product, Engineering, and Marketing to improve proofs of concept, explain technical value, and incorporate customer feedback into product direction.
  • Provide clear, actionable feedback to Product and Engineering based on concrete customer use cases and enterprise constraints.
  • Stay current on cloud, DevOps, networking, and security trends to keep the team’s technical instincts and communication sharp.
  • Remain customer-facing and actively contribute to important enterprise deals as a player-coach.
  • Raise the quality of enterprise execution across discovery, evaluation, and implementation stages.

Requirements

  • Experience leading people, ideally as a working manager who still enjoys being close to the details.
  • Experience in a technical, enterprise customer-facing role such as Solutions Engineer, Sales Engineer, or similar.
  • Clear, confident, and opinionated communication skills with the ability to explain complex systems simply.
  • Solid understanding of networking and security fundamentals, including cloud environments such as AWS VPCs and Azure virtual networks.
  • Hands-on technical background with developer tooling, DevOps principles, and modern cloud architectures including CI/CD, infrastructure, and APIs.
  • Ability to explain Tailscale’s value in terms of customer outcomes and technical trade-offs rather than marketing language.
  • Experience working on complex enterprise environments and customer evaluations is strongly implied.
  • Familiarity with cloud, DevOps, networking, and security trends is preferred.
  • A disposition for judgment, energy, and credibility in customer-facing leadership is preferred.

Benefits

  • Competitive total compensation package with base salary, equity incentive plan, and variable commission for quota-based roles.
  • CAN pay range (OTE) of $335,000 to $368,500 CAD.
  • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families.
  • Remote-first work environment with flexibility in where and when you work.
  • $1,500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
  • Flexible paid time off to support work-life integration.
  • Home office setup support, including a company-owned laptop, monthly home internet reimbursement, and $1,000 USD for workstation customization.
  • Generous parental leave with top-ups for up to 26 weeks starting from day one.
  • Opportunities for in-person collaboration through company retreats, team off-sites, and coworking support.

Interested in this position?

Apply directly on the company website

Apply Now

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