
SaaS • Security • Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
September 28

SaaS • Security • Telecommunications
Tailscale is a company that provides a modern VPN solution founded on WireGuard technology, simplifying networking by creating secure, software-defined networks that connect users, services, and devices with ease. By eliminating the complexities of legacy VPNs, Tailscale offers secure remote access, site-to-site networking, and multi-cloud networking, all while ensuring user-friendly, quick deployment without complex configurations. Recognized for enabling zero-trust environments and seamless workflows, Tailscale supports robust security features such as automated user onboarding, encryption, and access control lists (ACLs). This tool is particularly popular for both enterprise and personal use, praised for its integration capabilities and ease of use, making secure networking accessible anywhere, regardless of infrastructure.
51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
• 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.
• 4+ 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 • Based on the west coast (Pacific time zone) preferred
• An inclusive, flexible environment where you can be your authentic self. • A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles). • 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). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description. • 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.
Apply NowSeptember 26
Senior Solutions Architect at Axon delivering integrations, architectures, and deployments for government and law enforcement. Leads technical scoping, APIs, and system integrations.
September 24
Lead customer projects to design and deploy Kubernetes and Trino-based data observability solutions. Ensure production-grade MVPs, integrations, and post-sales adoption for Acceldata.
September 17
Solutions Architect advising large GPU cloud customers at Nebius. Designing, deploying, and scaling AI solutions for hundreds to thousands of GPUs.
September 17
Design and deliver cloud-based insurance solutions; engage clients, align product and delivery, ensure scalable AWS/GCP architectures.
September 3
Design and deliver cloud-based insurance solutions at CoverGo. Advise clients, define architectures, and support implementations across AWS/GCP.