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Tailscale

Zero-config VPN using WireGuard for secure networks

Toronto, CanadaRemote201-1000communicationsSeries C
About

Tailscale builds a mesh VPN platform on WireGuard for secure, peer-to-peer connectivity across devices and services. It serves developers, teams, IT admins, and enterprises needing simple access without complex VPN setups. This eliminates legacy VPN issues like configuration overhead and poor performance.

Tech stack
RollWorksPenetration TestingContent Writingframe.ioPKICode ReviewSQLLookerGoAWSKubernetesSalesforceAzureLinuxGongGCPDockerTerraformAnsibleJira
Perks & benefits
Unlimited PTOHealth insurance401k matchParental leaveRemote work stipendCompany laptopEquity
Browse by role
Open roles · 18
Tailscale

Backend Engineer, Identity

Backend engineer focused on identity and access management, building authentication features (SSO, OAuth2, SAML, WebAuthn) and SCIM sync capabilities in Go for a distributed systems platform.

163k – 204kUnited StatesBackend EngineeringRemote5+ YOEGoSSO
Tailscale

Frontend Engineer

Own frontend architecture and platform infrastructure for Tailscale's next-generation web console. Build cross-origin auth systems, unified console platform, and shared tooling for React applications at scale.

181k – 226kUnited StatesFrontend EngineeringRemote5+ YOEHTTPCORS
Tailscale

Software Engineer, Networking

Build and maintain Tailscale's networking features and distributed systems. Own core networking components, observability, and incident response for a remote-first company.

163k – 226kUnited StatesBackend EngineeringRemote5+ YOEGoSQL
Tailscale

Software Engineer, Networking

Software Engineer on the Dataplane team building and optimizing Tailscale's client-side networking software, focusing on connectivity, performance, and security. Requires strong networking expertise and proficiency in Go or low-level systems languages.

163k – 226kUnited StatesBackend EngineeringRemote5+ YOECGo
Tailscale

Business Operations & Strategy Manager

Own and drive high-impact, cross-functional initiatives in commercial strategy, pricing, international expansion, and business systems at a high-growth SaaS company. Requires 4+ years in strategy/ops or analytical roles, strong quantitative skills, and comfort with ambiguity.

124k – 180kUnited StatesBusiness OperationsRemote4+ YOEHexLooker
Tailscale

Engineering Manager, Strategic Projects

Engineering Manager leading a small senior team on an AI-native Strategic Projects team. Focus on mentoring engineers, driving AI tooling adoption, and turning customer/market signals into production prototypes and reference architectures.

206k – 257kUnited StatesEngineering ManagementRemoteGoLLMs
Tailscale

Mid-Market Account Executive

Own revenue targets for mid-market accounts by managing renewals, expansions, and net-new deals through outbound prospecting and inbound leads. Requires 3+ years closing experience, technical product sales background, and comfort selling to CTO/CISO-level buyers.

200k – 200kDenver, COAccount ExecutiveHybrid3+ YOEGongPLG Sales
Tailscale

Manager, Solutions Engineering - Enterprise

Leads a team of senior solutions engineers supporting enterprise sales through technical discovery, evaluations, and customer feedback to Product/Engineering. Requires people leadership, hands-on technical expertise in networking/security/cloud, and customer-facing experience.

250k – 275kUnited StatesEngineering ManagementRemoteAWSAPIs
Tailscale

Developer Relations Engineer

Builds demos, technical content, and tools to enhance developer experience with Tailscale's connectivity, VPN, and security products. Collaborates cross-functionally, speaks at events, contributes to open source, and shapes developer-facing product evolution. Requires strong software engineering and communication skills.

143k – 179kUnited StatesDeveloper RelationsRemoteGoAWS
Tailscale

Senior Product Designer

Designs user experiences for IT admins, DevOps engineers, and security pros using Tailscale's networking product, owning discovery to delivery across GUI and CLI. Requires 5+ years product design experience with B2B/infrastructure focus and comfort in distributed teams.

146k – 183kUnited StatesProduct DesignRemote5+ YOEDNSVPNs
Tailscale

Staff Product Designer

Leads design for complex network features in a B2B infrastructure product, defining problems, translating technical systems into clear frames, and delivering end-to-end GUI/CLI solutions. Requires 10+ years experience with technically sophisticated products and strong async collaboration.

169k – 211kUnited StatesProduct DesignRemote10+ YOEFigmaSketch
Tailscale

Mobile Platform Developer

Develops mobile client applications for iOS and Android using Swift, SwiftUI, and Kotlin, focusing on VPN infrastructure and cross-platform code sharing. Contributes to Tailscale's backend services and requires 5+ years of software development experience with networking knowledge.

163k – 204kUnited StatesMobile EngineeringRemote5+ YOEGoiOS
Tailscale

Infrastructure Engineer

Infrastructure Engineer builds and maintains internal engineering services, improves observability, CI/CD pipelines, and cloud infrastructure using tools like Kubernetes and AWS. Requires experience with distributed systems, infrastructure as code, and operating managed services in a remote environment.

163k – 204kUnited StatesDevOps / SRERemoteGoAWS
Tailscale

Solutions Engineer - Commercial (Expansion Sales)

Partners with sales to drive commercial deals through technical discovery, architecture design, demos, and POCs. Requires 4+ years SE experience in networking/security, strong fundamentals in TCP/IP/DNS, zero-trust, IAM, and cloud platforms.

150k – 200kUnited StatesSales EngineeringRemote4+ YOEDNSIAM
Tailscale

Customer Account Executive

Manages upsells and renewals for existing Tailscale customer accounts by identifying use cases, educating on features, and ensuring adoption. Requires up to 1 year quota-carrying sales experience with technical/developer products in PLG environments.

100k – 125kDenver, COAccount ManagementHybridEntry levelPLGCRM
Tailscale

Customer Account Executive

Manages upsells and renewals for existing Tailscale customers, builds pipeline, educates on product value, and collaborates with engineering and success teams. Requires 2+ years closing experience in AE/AM roles with technical product sales background.

150k – 150kDenver, COAccount ExecutiveHybrid2+ YOEGongHubSpot
Tailscale

Security Software Engineer

Software engineer focused on security and privacy, improving Tailscale's security through feature development, audits, threat modeling, and spending 50% time writing code. Requires proficiency in Go or similar, security experience, and deep knowledge of vulnerabilities and cryptography.

163k – 204kUnited StatesSecurity EngineeringRemoteGoLinux
Tailscale

Security Infrastructure Engineer

Builds security controls across cloud, Kubernetes, networks, and CI/CD for Tailscale. Audits infrastructure, implements security features in Go/Terraform, and provides threat modeling expertise. Requires cloud security and infrastructure experience.

163k – 204kUnited StatesSecurity EngineeringRemoteGoAWS