Tailscale seeks an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You'll co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor blending deep networking and security expertise with strong sales acumen.
4/5+ years in customer-facing SE/SA role within networking or security software
Proven experience co-owning pipeline and influencing quota outcomes with Sales
Strong networking fundamentals and troubleshooting skills
Deep understanding of zero-trust networking and IAM integrations
Understanding of AI gateway and governance platforms for LLM access
Familiarity with privileged access management and protocol-aware controls
Experience with infrastructure as code tools such as Terraform or Ansible
Hands-on architecture experience with AWS, GCP, and/or Azure
Excellent communication skills translating technical features into business value
Experience thriving in high-growth or startup environments
Partner with AEs to identify, qualify, and close new Commercial customer opportunities
Lead technical discovery, solution architecture, demos, and POCs
Guide complex multi-stakeholder deals aligning technical and business objectives
Provide structured feedback to shape product roadmap and GTM strategy
Build scalable enablement resources and solution blueprints for the SE team
Target OTE includes base salary plus variable compensation tied to quarterly sales targets
Fully distributed company founded in 2019 and backed by Accel, CRV, Insight, Heavybit, and Uncork Capital
Annual company retreat and team off-sites for in-person connection
$1500 USD annually for professional development
AI-assisted tools used in hiring process with all decisions made by people
180,000 – 200,000 USD
/ year
120,000 – 160,000 USD
/ year
132,250 – 181,700 CAD
/ year
236,000 – 280,000 USD
/ year
130,000 – 160,000 CAD
/ year