Customer Success Engineer
TailscaleCanada
Posted February 23, 2026
268000 - 335000 CAD
Full Time
About the Company
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.
Job Description
As a Customer Success Engineer at Tailscale, you will be the bridge between our technical capabilities and the needs of our most strategic customers. You will work directly with customers to ensure their success with Tailscale's products, helping them get onboarded, driving their long-term adoption, and providing expert technical guidance throughout their journey.
Requirements
- 6+ Years in a technical role with minimum 2 years of customer-facing experience (Solutions engineer/architect, Sr. Support Engineer, etc.)
- Experience working with enterprise customers in a consultative capacity
- Strong understanding of networking, VPNs, and security principles. Experience with cloud infrastructure (AWS, GCP, Azure) and tools like Docker, Kubernetes, and other DevOps technologies
- Prior experience in a customer-facing technical role such as Technical Support Engineer, Solutions Engineer/architect, or Customer Success Engineer at a SaaS company
Benefits
- Competitive total compensation package
- Comprehensive group benefits with no waiting period
- Remote first company
- Support for your personal and professional development
- Paid time off and a healthy work-life integration
- Generous parental leave program from your first day