Responsibilities
- 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.
Requirements
- 4/5+ years in a customer-facing SE/SA role within networking or security software
- Proven experience co-owning pipeline and influencing quota outcomes with Sales
- Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills
- Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
- Understanding 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 (e.g., Border0, CyberArk, Teleport)
- Experience with infrastructure as code tools such as Terraform, Pulumi, Ansible, or CloudFormation
- Hands-on architecture experience with AWS, GCP, and/or Azure
- Excellent communication skills, capable of translating technical features into business value
- Experience thriving in high-growth or startup environments
Benefits
- An inclusive, flexible environment where you can be your authentic self.
- A competitive total compensation package including base salary, equity incentive plan and variable commission (for quota-based roles).
- Comprehensive group benefits with no waiting period: health, vision, dental, and more for you and your family.
- Remote first company—most teams work fully remotely; enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage corporate co-working program to visit WeWork or similar spaces.
- Employer-funded retirement contributions: Tailscale matches dollar-for-dollar up to 0.75% of eligible compensation annually.
- Connect with other Tailscalars IRL: annual company retreat, team off-sites, and in-person collaboration across Canada, United States, United Kingdom, and Singapore.
- Support for personal and professional development: $1500 USD annually for professional development, mentorship, coaching, and internal promotion opportunities.
- Paid time off and healthy work-life integration with flexible paid time off program.
- Build-your-own home office setup: choose company-owned laptop (Mac or PC), monthly home internet reimbursement, and $500 USD to customize workstation.
- Paid parental leave program: 20 weeks for birthing parents, 16 weeks for non-birthing parents.
Work Arrangement
Remote (Worldwide)
Additional Information
- Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.
- Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.
- Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses.
