Job Overview
Location
Remote (Canada)
Job Type
Full-time
Category
Sales
Date Posted
May 14, 2026
Full Job Description
đź“‹ Description
- • As a Solutions Engineer - Commercial (New Business) at Tailscale, you will partner with Sales to drive new business for Commercial customers, co-owning a book of business and acting as a trusted technical advisor to win competitive deals and scale enablement.
- • Day to day, you will partner with Account Executives to identify, qualify, and close new opportunities; lead technical discovery, solution architecture, demos, and POCs; guide complex multi-stakeholder deals; provide structured feedback to shape product roadmap and GTM strategy; and build scalable enablement resources, demo environments, and solution blueprints for the SE team.
- • Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. Founded in 2019 and fully distributed, the company is backed by Accel, CRV, Insight, Heavybit, and Uncork Capital, serving hobbyists to multinational corporations who use Tailscale daily to protect networks and share access to internal tools.
- • In this role, you will deepen your expertise in zero-trust networking, secure connectivity, and cloud infrastructure while influencing product direction and GTM strategy, developing strong sales acumen, and growing your career in a high-growth, remote-first environment with support for professional development and mentorship.
🎯 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)
- • Familiarity with privileged access management (PAM) 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, 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, with flexibility in how and when you work to integrate work and life
- • 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, covering health, vision, dental, and more for you and your family
- • Remote first company—most teams work fully remotely, with access to virtual and in-person social events and corporate co-working program (WeWork or similar)
- • Support for personal and professional development with $1500 USD annually for professional development, mentorship, coaching, and internal promotion opportunities
- • Paid time off and healthy work-life integration via a flexible, paid time off program
- • A build-your-own home office setup: company-owned laptop (Mac or PC), monthly home internet reimbursement, and $1000 USD to customize your workstation
- • Generous parental leave program from day one, with top-ups for up to 26 weeks
Skills & Technologies
About Tailscale Inc.
Tailscale Inc. provides a zero-config virtual private network built on the open-source WireGuard protocol. It creates secure, encrypted mesh networks that connect devices, servers and users without traditional VPN hardware or complex firewall rules. The software runs on Linux, macOS, Windows, iOS, Android and container platforms, integrating with identity providers like Google Workspace, Microsoft Entra ID and Okta. Organizations use Tailscale to enable remote access to internal applications, SSH, RDP, databases and development environments, while maintaining centralized access controls and audit logs. The company is privately held and headquartered in Toronto, Canada.
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