2 months ago
Remote, CanadaMid Level / Senior
Responsibilities
- Partner with Account Executives to identify, qualify, and close new Commercial customer opportunities.
- Lead technical discovery, solution architecture, demos, and proofs of concept.
- Guide complex multi-stakeholder deals by aligning technical and business objectives.
- Provide structured feedback to influence the product roadmap and go-to-market strategy.
- Build scalable enablement resources, demo environments, and solution blueprints for the Solutions Engineering team.
Requirements
- 4/5+ years of experience in a customer-facing Solutions Engineer or Solutions Architect role within networking or security software.
- Proven experience co-owning pipeline and influencing quota outcomes with Sales.
- Strong networking fundamentals covering TCP/IP, DNS, routing, firewalls, and troubleshooting.
- Deep understanding of zero-trust networking, secure connectivity, and IAM integrations including SSO, SAML, and OIDC.
- Understanding of AI gateway and governance platforms for centralized LLM access, usage visibility, and auditing.
- Familiarity with privileged access management, including session recording, just-in-time access, and protocol-aware controls.
- 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 and ability to translate technical features into business value.
- Experience working in high-growth or startup environments.
Benefits
- Remote-first, fully distributed work environment with flexible scheduling and coworking support.
- Comprehensive health, vision, dental, and other group benefits with no waiting period.
- Employer-funded retirement contributions matching employee contributions up to the stated annual limit.
- Annual company retreat, team off-sites, and support for in-person collaboration and travel.
- $1500 USD annually for professional development, plus mentorship, coaching, and internal promotion opportunities.
- Flexible paid time off program.
- Company-owned laptop with a choice of Mac or PC, monthly home internet reimbursement, and $500 USD for workstation customization.
- Paid parental leave top-ups of 20 weeks for birthing parents and 16 weeks for non-birthing parents.
Tech Stack
Categories
Solutions Engineering
About Tailscale
Tailscale builds a software-defined mesh VPN that lets individuals and organizations securely connect devices and services using WireGuard and single sign-on. It sells a subscription SaaS with free and paid plans, offering features like access control lists, device authentication, and admin tooling for teams and enterprises. Founded in 2019 and headquartered in Toronto, the company is privately held and used from hobby projects to corporate networks.