Tailscale

Currently Hiring

About the company

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.

Open jobs

Browse and apply for open jobs at Tailscale.

47 jobs found

Forward Deployed Engineer helping strategic customers adopt Tailscale’s secure networking software. Providing onboarding, technical support, QBRs, troubleshooting, and customer success guidance.

Remote Role
Engineer

Forward Deployed Engineer supporting strategic customers using Tailscale’s secure networking platform. Driving onboarding, technical adoption, troubleshooting, and product feedback across customer and internal teams.

Remote Role
Engineer

Technical Growth Content Specialist creating accurate, AI - discoverable educational content for Tailscale, which securely connects people and devices. Driving enterprise adoption, self - serve revenue, and measurable growth.

Remote Role
Content Marketing Manager
CA$127,300 - CA$159,460 per year

Technical content specialist creating educational resources that help enterprise buyers discover and adopt Tailscale's secure networking software. Driving growth through SEO, AI discovery, and product storytelling.

Remote Role
Content Marketing Manager
$95,000 - $119,000 per year

Senior Solutions Engineer helping channel partners sell and deploy Tailscale’s secure networking software. Leading technical discovery, architecture, enablement, and co - selling for complex partner deals.

Remote Role
Solutions Engineer

Senior Solutions Engineer enabling channel partners for Tailscale, which securely interconnects people and devices. Leading technical discovery, co - selling, architecture, demos, and partner enablement for secure networking solutions.

Remote Role
Solutions Engineer
CA$335,000 per year

Sales Manager leading commercial expansion for Tailscale’s secure networking platform. Building the Toronto sales hub, coaching account executives, and accelerating pipeline for commercial customers.

Hybrid Role
Toronto
Ontario
Manager

Customer Account Executive expanding and renewing accounts for Tailscale’s secure networking software. Driving upsells, adoption, forecasting, and pipeline growth from Toronto under a hybrid work model.

Hybrid Role
Toronto
Ontario
Account Executive

Principal Product Manager leading Tailscale's secure networking dataplane. Setting connectivity, reliability, and infrastructure roadmaps for customers, enterprises, and cloud workloads.

Remote Role
Product Manager
$197,000 - $246,000 per year

Principal Product Manager leading Tailscale's secure networking dataplane. Setting strategy for connectivity infrastructure serving millions of devices and critical enterprise workloads.

Remote Role
Product Manager
CA$263,980 - CA$329,640 per year

Software Engineer turning Tailscale’s AI connectivity prototypes into secure, reliable production products. Partnering with engineers and reference customers on integrations, operational readiness, and agent - generated code practices.

Remote Role
Full Stack Engineer
CA$218,420 - CA$302,840 per year

Analytics Engineer building scalable data models and pipelines for Tailscale’s secure networking platform. Supporting reporting, analysis, and decision - making across Finance, Engineering, Sales, and other teams.

Remote Role
Analytics Engineer
CA$203,680 - CA$254,600 per year

Product Marketing Manager at Tailscale enhancing customer outreach through collaboration with cross - functional teams. Focus on product positioning, messaging, and sales enablement in a remote environment.

Remote Role
Product Marketing
CA$190,280 - CA$237,180 per year

Principal Product Manager leading Tailscale's dataplane platform for secure interconnectivity. Overseeing product strategy and execution for networking infrastructure across diverse environments.

Remote Role
Product Manager
CA$263,980 - CA$329,640 per year

Billing Engineer developing billing integration and managing financial systems at Tailscale. Collaborating with teams to enhance the end - to - end billing experience while ensuring high availability and data integrity.

Remote Role
Engineer
CA$191,620 - CA$239,860 per year

Software Engineer focusing on Windows client development at Tailscale. Contributing to client code and backend services, with a strong emphasis on the Windows platform.

Remote Role
Engineer
CA$191,620 - CA$239,860 per year

Support Engineer solving complex technical issues for Tailscale customers in a remote capacity. Part of a distributed team focused on delivering excellent customer support.

Remote Role
Support Engineer
CA$129,980 - CA$162,140 per year