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Salary: CAD 201,000 - 268,000 / annual
Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor to customers. This role blends deep networking and security expertise with strong sales acumen to win competitive deals, scale enablement, and influence product direction.
Key Responsibilities:
- Partner with Account Executives to identify, qualify, and close new Commercial customer opportunities
- Lead technical discovery, solution architecture, demos, and proof-of-concept engagements to accelerate customer decision-making
- Guide complex multi-stakeholder deals, aligning technical and business objectives across customer organizations
- Provide structured feedback to shape product roadmap and go-to-market strategy
- Build scalable enablement resources, demo environments, and solution blueprints for the broader SE team
Required Experience:
- 4-5+ years in customer-facing Solutions Engineer or Solutions Architect roles within networking or security software
- Proven track record co-owning pipeline and influencing quota outcomes alongside Sales teams
- Strong networking fundamentals including TCP/IP, DNS, routing, firewalls, and troubleshooting
- Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
- Knowledge of AI gateway and governance platforms for centralized LLM access, usage visibility, and audit
- Familiarity with privileged access management (PAM) including session recording, just-in-time access, and protocol-aware controls
- Hands-on experience with infrastructure-as-code tools such as Terraform, Pulumi, Ansible, or CloudFormation
- Architecture experience with AWS, GCP, and/or Azure cloud platforms
- Excellent communication skills capable of translating technical features into business value
- Experience thriving in high-growth or startup environments
Tailscale is a fully distributed, remote-first company backed by top-tier investors including Accel, CRV, and Insight. The company offers competitive total compensation including base salary, equity, and comprehensive benefits with no waiting period.
About Tailscale
AI / Data / Infrastructure; SaaS / Enterprise Software — secure networking platform built on WireGuard.
