Solutions Engineer - Commercial (Expansion Sales)

Stack

Responsibilities

• ▹Partner with Account Executives 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 go-to-market strategy
• ▹Build scalable enablement resources, demo environments, and solution blueprints for the SE team

Requirements

• ▹4-5+ years in a customer-facing Solutions/Sales Engineer 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, translating technical features into business value
• ▹Experience thriving in high-growth or startup environments

Soft skills

What we offer

• ▹Inclusive, flexible environment where you can be your authentic self
• ▹Competitive total compensation package: base salary, equity, and commission for quota-based roles
• ▹Comprehensive group benefits with no waiting period
• ▹Remote-first company, most teams work fully remotely
• ▹Employer-funded retirement contributions matched dollar-for-dollar up to 0.75% of eligible compensation annually
• ▹Annual company retreat and team off-sites for in-person connection with teammates across Canada, the US, the UK, and Singapore
• ▹$1,500 USD annual professional development budget, mentorship, coaching, and internal promotion opportunities
• ▹Flexible paid time off
• ▹Build-your-own home office setup: company laptop of choice, monthly internet reimbursement, and $500 USD workstation budget
• ▹Paid parental leave (20 weeks for birthing parents, 16 weeks for non-birthing parents)

About the company

Tailscale builds software that makes it easy to securely interconnect people and their devices, from hobbyists to multinational corporations. Founded in 2019 and fully distributed, it's backed by investors including Accel, CRV, Insight, Heavybit, and Uncork Capital.