Manager, Customer Experience Operations
- Canada
- Remote
- Min. 5 YOE
- CA$268,000/year
24 open positions
Solutions Engineer - Commercial (New Business)
- Canada
- Remote
- Min. 4 YOE
- CA$201,000–268,000/year
Solutions Engineer - Commercial (Expansion Sales)
- Canada
- Remote
- CA$201,000–268,000/year
Software Engineer, Product Strategy
Remote (Canada) role building prototypes and POCs for AI agents/tools, customer integrations, and secure connectivity within Tailscale's Product Strategy team.
- Canada
- Remote
- CA$218,420–302,840/year
OEM Sales Director
- Canada
- Remote
- Min. 8 YOE
- CA$178,220–222,440/year
Product Strategy | ... (remote)
Product strategy role focused on AI/connectivity; remote with travel possibly.
- Remote
- $163,000 – $226,000/year
Procurement Manager
Procurement Manager to build and own Tailscale's procurement function, managing requests, negotiations, and vendor lifecycle.
- United States
- Remote
- Min. 6 YOE
- $115,000 – $165,000/year
Solutions Engineer - Commercial
Experienced Commercial Solutions Engineer to partner with Sales, drive new business, lead technical discovery, and act as a trusted advisor.
- United Kingdom
- Remote
- Min. 5 YOE
- £118,500 – £158,000/year
Product Manager, Billing
Senior Product Manager to own billing and monetization infrastructure, including entitlements, metering, payments, and invoicing. Requires technical depth and 4+ years of experience.
- United States
- Remote
- Min. 4 YOE
- $156,000/year
Security Infrastructure Engineer
Security Infrastructure Engineer to design, build, and audit security controls across diverse layers. Requires cloud platform expertise, proficiency in Go and IaC, and experience in safety-related technical roles.
- United States
- Remote
- $163,000 – $204,000/year
Support Engineer (Tier 1)
Seeking a Tier 1 Support Engineer with 1-4+ years of experience to resolve technical issues for a diverse user community.
- Canada
- Remote
- Min. 1 YOE
- CA$84,420/year
Software Engineer, Engineering Tooling
Full-time Software Engineer to build internal tooling, improve developer productivity, and support business units. Requires experience with CI/CD, distributed systems, and SQL.
- United States
- Remote
- $181,000 – $226,000/year
Security Software Engineer
Software engineer specializing in security and privacy to improve product security, audit features, and support engineering decisions with threat modeling.
- United States
- Remote
- $163,000 – $204,000/year
Software Engineer, Networking
Full-time Software Engineer to develop networking features for Tailscale product, contributing to open-source clients and backend services.
- United States
- Remote
- $181,000 – $226,000/year
Implementation Engineer
Implementation Engineer to architect customer onboarding, focusing on value attainment within 30 days. Requires 2-4+ years of technical, customer-facing experience.
- United States
- Remote
- Min. 2 YOE
- $107,000/year
People Business Partner
Experienced People Business Partner needed for a fully distributed startup to optimize organizational effectiveness and employee experience.
- United States
- Remote
- Min. 5 YOE
- $129,000 – $177,000/year
Manager, Sales Development Representative
Manager to lead Sales Development team, coaching SDRs to build qualified pipeline in B2B SaaS. Requires 2+ years experience.
- Toronto, ON, Canada
- Hybrid
- Min. 2 YOE
- CA$160,000/year
Product Growth Engineer
Full-time Product Engineer to develop Tailscale product, own lifecycle, shape features, and drive growth metrics. Remote in Canada.
- Canada
- Remote
- CA$218,420–273,360/year
Customer Success Engineer
Customer Success Engineer to bridge technical capabilities and customer needs, ensuring adoption and providing expert guidance. Requires 6+ years technical experience.
- Canada
- Remote
- Min. 6 YOE
- CA$268,000–335,000/year
Go Core Client Engineer
Go Core Client Engineer to design, implement, and operate Go-based client code for secure device interconnection. Requires production Go experience.
- United States
- Remote
- $163,000 – $226,000/year
Customer Account Executive
Customer Account Executive responsible for expanding and renewing current customer accounts in a remote-friendly role.
- Denver, CO, USA
- Hybrid
- $100,000 – $125,000/year
Content Marketing Specialist
Content Marketing Specialist to create technical content, collaborate with teams, and drive sales for a remote-first company.
- Canada
- Remote
- CA$158,120–198,320/year
Backend Engineer, Control Plane
Full-time Backend Engineer for Tailscale's Control Plane Team, developing product features, owning the lifecycle, and improving system efficiency.
- United States
- Remote
- $163,000 – $226,000/year
Analytics Engineer, Data
Analytics Engineer to build scalable data models and pipelines, tackle complex problems, and own solutions from ingestion to transformation.
- United States
- Remote
- $136,000 – $170,000/year
Tailscale Jobs - 24 Open Roles
Tailscale is actively hiring as of April 2026, with 24 open roles across engineering, product, data.
Last updated April 10, 2026 at 6:30 PM UTC
Tailscale is a zero-trust identity-based connectivity platform designed to replace legacy VPN, SASE, and PAM. It connects remote teams, multi-cloud environments, CI/CD pipelines, Edge & IoT devices, and AI workloads with identity-based access and end-to-end security.
