tailscale jobs in Montreal

29 tailscale job listings in Canada. Find daily updated positions from leading job boards.


  • Montreal, QC, Canada Mosaec Full-time $204,000 - $255,000 Contract

    Headquarters: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About...

  • Head of Communications

    12 hours ago


    Montreal, QC, Canada Coinscapture Full-time $255,000 - $318,000 Contract

    # Head of CommunicationsTailscaleRemoteCanadaMarketing & SalesPosted Oct 26, 2026Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage...


  • Montreal, QC, Canada Tailscale Full-time $218,000 - $303,000 Contract

    Build dependable software remotely with Go, coding agents, and production-focused engineering at Tailscale. Turn prototypes into customer-ready products.As a Software Engineer on Tailscale’s Strategic Projects team, you will help move emerging workloads from prototype to dependable product. You will use Go, third-party APIs, networking, and LLM tooling...


  • Montreal, QC, Canada Tailscale Full-time $218,000 - $303,000 Contract

    Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe...

  • Head of Communications

    12 hours ago


    Montreal, QC, Canada Kenyan Edu Full-time $255,000 - $318,000 Contract

    # Head of CommunicationsTailscaleRemote Full Time Remote Posted 11 hours agoShare this job:WhatsApp LinkedIn X Facebook Email#### Job DescriptionHeadquarters: Canada URL: https://tailscale.com/ About the Role We are seeking a strategic, creative, and highly experienced Head of Communications to lead and scale Tailscale's global communications...

  • Head of Communications

    12 hours ago


    Montreal, QC, Canada Ali Aydi Full-time $255,000 - $318,000 Contract

    We are seeking a strategic, creative, and highly experienced Head of Communications to lead and scale Tailscale's global communications function. This leader will shape how Tailscale is understood by the market, elevate our visibility in the media, and build the communications engine needed to support our next phase of growth.Tailscale is a multi-product...

  • Product Designer

    12 hours ago


    Montreal, QC, Canada Tailscale Full-time $163,000 - $245,000 Contract

    Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe...


  • Montreal, QC, Canada Coinscapture Full-time $255,000 - $318,000 Contract

    Tailscale seeks a strategic Head of Communications to lead and scale our global communications function. This leader shapes how Tailscale is understood, elevates media visibility, and builds a scalable comms engine for growth.You will oversee product and corporate communications, media strategy, internal comms, crises, awards, and executive engagement. You...

  • Brand Designer

    12 hours ago


    Montreal, QC, Canada Kenyan Edu Full-time $163,000 - $205,000 Contract

    # Brand DesignerTailscaleRemote Full Time Remote Posted 2 hours agoShare this job:WhatsApp LinkedIn X Facebook Email#### Job DescriptionHeadquarters: Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized...


  • Montreal, QC, Canada Tailscale Full-time $163,000 - $245,000 Contract

    Design growth experiments at Tailscale as a Product Designer focused on activation, onboarding, and monetization in a fully distributed company.You will become the second designer on Tailscale’s cross-functional Product Growth team. Working with Product, UX Research, and Engineering, you will deliver minimum-viable solutions, learn from experiments, and...


  • Montreal, QC, Canada Tailscale Full-time $154,000 - $193,000 Contract

    Apply networking expertise to complex customer escalations as a Customer Reliability Engineer at fully distributed Tailscale, working remotely across Canada.You will connect customers, Support, Customer Success, Product, and Engineering by investigating ambiguous technical problems. The role centers on deep debugging, evidence-based communication, and...


  • Montreal, QC, Canada Tailscale Full-time $192,000 - $240,000 Contract

    Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic!About TailscaleTailscale is making safe...

  • Solutions Engineer

    12 hours ago


    Montreal, QC, Canada Tailscale Full-time $201,000 - $268,000 Contract

    Solutions Engineer - Commercial (Expansion Sales) Remote (Canada) Thank you for considering Tailscale. If this job description resonates with you, Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that...


  • Montreal, QC, Canada Jobicy Full-time $204,000 - $255,000 Contract

    Tailscale# Analytics Engineer, DataReview the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move.Apply for this job View companyRemote from: CanadaSalary: CAD 203,680–254,600 / yrDepartment: Data Science & AnalyticsEmployment: Full TimeExperience: Open...


  • Montreal, QC, Canada Coinscapture Full-time $251,000 - $314,000 Contract

    # Commercial Legal CounselTailscaleRemoteCanadaLegal & CompliancePosted Oct 13, 2026Thank you for considering Tailscale. If this job description resonates with you, please apply. Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We...


  • Montreal, QC, Canada Tailscale Full-time $362,000 - $442,000 Contract

    Frequently cited statistics show that people who identify with historically marginalized groups are likely to apply to jobs only if they meet 100% of the qualifications. We encourage you to help us break that statistic! About Tailscale Tailscale is making safe connection effortless by delivering software that makes it easy to securely interconnect people and...


  • Montreal, QC, Canada Tailscale Full-time $362,000 - $442,000 Contract

    Tailscale, a fully distributed company, is seeking an Integration Partnerships Lead in Canada. You will identify, develop, and launch technical partnerships with Aperture, PAM, and VPN-focused integrations, collaborating across AI, security, identity, and developer tools.You’ll bridge Sales Engineering and Partner Development to deliver customer value and...


  • Montreal, QC, Canada Tailscale Full-time $201,000 - $268,000 Contract

    Apply networking and security expertise as a Commercial Solutions Engineer with Tailscale, working remotely from Canada alongside Sales.This experienced customer-facing role partners with Account Executives to drive new Commercial business. You will co-own pipeline, lead technical discovery, design architectures, and advise customers through complex...


  • Montreal, QC, Canada Mosaec Full-time $204,000 - $255,000 Contract

    Tailscale is seeking an Analytics Engineer to bring clarity to complex data environments and build scalable data models that support reporting and decision-making. You will own end-to-end data pipelines and collaborate with Finance, Engineering, and Sales to deliver reliable insights.This remote-first role emphasizes producing production-grade dbt models,...


  • Montreal, QC, Canada Coinscapture Full-time $251,000 - $314,000 Contract

    Tailscale is seeking a Commercial Legal Counsel to lead day-to-day commercial legal support as the company scales. You will partner with Sales, Partnerships, Finance, Security, Product, and Operations to help close business, manage risk, and build scalable contracting practices.The role reports to the Head of Legal. A senior candidate with complex...