Simple, secure networks for teams of any scale. Built on WireGuard.
Toronto, Ontario
For teams who want secure, private networks without weeks of setup and configuration, Tailscale makes it easy. Unlike existing corporate VPNs, Tailscale has no upfront cost, minimal latency, and works with their existing services.
Remote · Canada
Lead and develop a high-performing team of Talent Acquisition Partners while partnering with business leaders to deliver exceptional hiring outcomes. Translate business priorities into actionable recruiting strategies and ensure the team operates as trusted advisors to hiring leaders.
Remote · Canada
Lead and execute sophisticated sourcing strategies for complex, high-priority roles across technical and business functions. Utilize market intelligence and inclusive sourcing practices to identify and engage exceptional passive talent while collaborating with hiring teams to improve overall recruitment outcomes.
Remote · Canada
You will build and scale the operational foundation of the Talent Acquisition organization by managing recruiting systems, analytics, and process design. You will also partner with cross-functional teams to implement scalable recruiting programs and optimize coordinator workflows.
Hybrid · Vancouver
Generate qualified sales opportunities through high-volume outbound prospecting across phone, email, and LinkedIn. Partner with Account Executives to execute territory plans and schedule high-quality discovery meetings.
Remote · Canada
Lead full-cycle recruiting for high-priority Go-to-Market roles while serving as a strategic advisor to leadership. Develop and execute data-driven hiring strategies to scale commercial teams effectively.
Remote · Canada
You will drive growth initiatives including onboarding, monetization, and user expansion by designing and testing minimum-viable solutions. You will collaborate with product, engineering, and research teams to iterate on experiments and improve user behavior.
Remote · Canada
You will lead the Developer Relations team to build and scale strategic programs that drive developer trust, product adoption, and business growth. This role involves managing the DevRel roadmap, serving as a technical voice for the company, and collaborating across departments to influence product strategy.
Remote · Canada
You will conduct usability and quality-validation testing while managing the research infrastructure and logistics to ensure scalable research practices. Additionally, you will enable product teams by coaching designers and PMs on research methodologies and maintaining reusable research assets.
Remote · Canada
You will lead growth-focused research studies, including usability testing and survey research, to support the product growth team's experiment pipeline. You will also collaborate with product managers and designers to translate research insights into actionable product improvements and adoption strategies.
Remote · Canada
Design and implement security controls across cloud, OS, and Kubernetes environments to defend against threats. Audit infrastructure for security weaknesses and drive resolutions while performing threat modeling and security analysis.
Remote · Canada
The Brand Designer will own creative projects from concept to delivery, ensuring high-quality assets across web, social, and marketing channels. They will also partner with cross-functional teams to evolve design systems and maintain a cohesive visual identity.
Remote · Canada
Serve as the primary escalation point for complex technical tickets, diagnosing advanced networking and identity provider issues. Partner cross-functionally with Product and Engineering teams to reduce user friction and mentor Tier 1 support staff.
Remote · Canada
Act as the primary technical resource for resolving configuration and networking challenges while managing a high-velocity ticket queue. Partner cross-functionally to identify recurring friction points and advocate for improvements to the overall user experience.
Remote · Canada
The Forward Deployed Engineer acts as a technical bridge for strategic customers, managing onboarding, driving product adoption, and providing expert guidance. They also serve as the voice of the customer internally to influence product development and ensure long-term success.
Remote · Canada
Create high-impact technical content that drives growth by leveraging search insights, customer questions, and emerging industry trends. Collaborate with cross-functional teams including product, engineering, and marketing to produce accurate, useful educational resources for enterprise audiences.
Remote · Canada
You will act as the primary technical counterpart for channel partners, enabling them to sell and deploy Tailscale while co-selling complex deals with account executives. Additionally, you will develop technical enablement resources and provide field feedback to influence product and go-to-market strategies.
Hybrid · Toronto
Lead and coach a team of account executives to manage existing customer expansion within the commercial segment. Collaborate with marketing, product, and sales engineering teams to refine sales processes and accelerate pipeline growth.
Remote · Canada
Develop and maintain the Tailscale Windows client using the Windows App SDK, WinUI, C#, and Go. Contribute to cross-platform code while implementing new features and maintaining compatibility across Windows versions.
Remote · Canada
Partner with Account Executives to identify and close new commercial business opportunities through technical discovery and solution architecture. Lead demos and POCs while providing product feedback to influence the roadmap and GTM strategy.
Remote · Canada
Partner with Account Executives to drive new business by leading technical discovery, solution architecture, and product demonstrations. Act as a trusted advisor to customers while providing structured feedback to influence the product roadmap and GTM strategy.
