
51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
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.
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51 - 200 employees
Founded 2020
☁️ SaaS
🔐 Security
📡 Telecommunications
💰 $100M Series B on 2022-05
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.
• Partner with Account Executives to identify, qualify, and close new enterprise logos and expansion opportunities • Lead technical discovery, solution architecture, demos, and proofs-of-concept • Design Tailscale architectures for hybrid, multi-cloud, and on-premises environments • Align Tailscale PAM for identity-aware access with session recording, and Aperture as an AI gateway for LLM/API access • Translate technical capabilities into security outcomes, operational simplicity, and time-to-value • Serve as a trusted advisor across multi-stakeholder deals and guide implementation • Collaborate with Customer Success to drive best-practice adoption • Support security reviews and enterprise diligence, including architecture reviews, questionnaires, and compliance discussions • Provide structured enterprise feedback to Product, Engineering, and GTM teams • Build reusable demo environments, solution blueprints, and enablement assets • Stay current on zero-trust networking, privileged access, identity integrations, cloud networking, and AI access/governance
• 5–7+ years in a customer-facing Solutions Engineer, Sales Engineer, or Solutions Architect role within networking, security, infrastructure, or related enterprise software • Proven experience co-owning pipeline and influencing quota outcomes with Sales on both new business and expansion • Deep understanding of zero-trust networking, secure connectivity, and IAM integrations (SSO, SAML, OIDC, SCIM) • Strong networking fundamentals and troubleshooting skills: TCP/IP, DNS, routing, firewalls, NAT traversal, TLS/HTTPS, and related concepts • Hands-on systems administration and troubleshooting across Linux and at least one of macOS or Windows • Hands-on architecture experience with AWS, GCP, and/or Azure, including hybrid environments • Experience managing cloud and network infrastructure using Infrastructure as Code; Terraform preferred, with Pulumi, Ansible, or CloudFormation also relevant • Experience running technical evaluations, customized demos, and POCs in enterprise or upper mid-market environments • Comfort operating in a high-growth, fully distributed environment with a high degree of ownership and competing priorities • Willingness to travel occasionally, approximately 10–20%, for customer meetings, workshops, and internal collaboration • Excellent communication skills, with the ability to explain complex systems clearly and translate technical features into business value for practitioners and executives
• An inclusive, flexible environment where you can be your authentic self • Competitive total compensation package including a base salary, equity incentive plan, and variable commission for quota-based roles • Comprehensive group benefits with no waiting period, including health, vision, and dental coverage for employees and families • Remote-first work environment with flexible work arrangements • Virtual and in-person social events • Corporate co-working program • Employer-funded retirement contributions matching employee contributions dollar-for-dollar, up to a maximum annual employer contribution equal to 0.75% of eligible compensation • Annual company retreat and team off-sites • $1500 USD annually for professional development • Mentorship, coaching, and internal promotion opportunities • Flexible paid time off program • Company-owned laptop (Mac or PC) • Monthly home internet reimbursement • $500 USD home office workstation customization allowance • Paid parental leave top-ups: 20 weeks for birthing parents and 16 weeks for non-birthing parents
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