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. We're building a future for the Internet that's easy, sensible, and safe, like it used to be.
What You'll Do
- Partner with AEs to identify, qualify, and close new Commercial customer opportunities.
- Lead technical discovery, solution architecture, demos, and POCs to accelerate decision-making.
- Guide complex multi-stakeholder deals, aligning technical and business objectives.
- Provide structured feedback to shape product roadmap and GTM strategy.
- Build scalable enablement resources, demo environments, and solution blueprints for the SE team.
What We're Looking For
- 4+ years in a customer-facing SE/SA role within networking or security software.
- Proven experience co-owning pipeline and influencing quota outcomes with Sales.
- Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC).
- Hands-on architecture experience with AWS, GCP, and/or Azure.
- Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills.
- Excellent communication skills, capable of translating technical features into business value.
- Experience thriving in high-growth or startup environments.
Technical Stack
- AWS
- GCP
- Azure
Team & Environment
You will partner with Sales and Account Executives to achieve shared business goals.
Benefits & Compensation
- Compensation: $201,000 - $268,000 CAD OTE (on target earnings) + equity incentive plan.
- Comprehensive group benefits with no waiting period for health, vision, dental, and more.
- Remote first company.
- Annual company retreat, team/department off-sites, individual travel budget.
- $1500 USD annually for professional development.
- Flexible, paid time off program.
- Company-owned laptop (Mac or PC), monthly home internet reimbursement, $1000 USD for home office setup.
- Generous parental leave program with top-ups for up to 26 weeks.
Work Mode
This is a fully remote position open to candidates in Canada. We foster an inclusive, flexible environment where you can be your authentic self.
Tailscale is an equal opportunity employer.
