Solutions Engineer

Summary

Join Tailscale as a Commercial Solutions Engineer to drive new business for commercial customers. Partner with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor. This role requires deep networking and security expertise, strong sales acumen, and the ability to win competitive deals. You will build scalable enablement resources and influence product direction. The position offers a competitive compensation package, including base salary, equity, and comprehensive benefits. Tailscale is a remote-first company with a flexible and inclusive work environment.

Requirements

• 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
• Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC)
• Hands-on architecture experience with AWS, GCP, and/or Azure
• Strong networking fundamentals (TCP/IP, DNS, routing, firewalls) and troubleshooting skills
• Excellent communication skills, capable of translating technical features into business value
• Experience thriving in high-growth or startup environments

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

Benefits

• Comprehensive group benefits with no waiting period
• Take advantage of coverage for health, vision, dental, and more for you and your family!
• Remote first company —most of our teams work fully remotely
• Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you)
• Connect with other Tailscalars IRL
• Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK
• Support for your personal and professional development
• Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities
• Paid time off and a healthy work-life integration
• Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
• A build-your-own home office setup
• You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own
• Generous parental leave program from your first day
• We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks