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Jobs at Tailscale

38 open roles read nightly from companies’ own hiring pages. Each one links to the original ad.

21–38 of 38 jobs

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  • Head of Legal

    7 weeks ago

    Tailscale · United States

    RemoteFull-timeDirector$223K – $319K a yearLegal & compliance

    Tailscale is looking for a pragmatic, business-minded Head of Legal to build and lead our legal function through our next stage of growth.

  • Tailscale · Canada

    RemoteFull-timeCA$250.6K – CA$313.6K a yearLegal & compliance

    We are hiring a Commercial Legal Counsel to lead day-to-day commercial legal support as Tailscale continues to grow. You will partner closely with Sales, Partnerships, Finance, Security, Product, and Operations to help the company close business, manage risk, and build…

  • Tailscale · United States

    RemoteFull-time$163K – $226K a yearEngineering

    We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the Dataplane Engineering Team to:

  • Tailscale · Canada

    RemoteFull-timeCA$218.4K – CA$302.8K a yearEngineering

    We’re seeking a skilled and diligent full-time Software Engineer to join our growing team. You will work as part of the Dataplane Engineering Team to:

  • Tailscale · United States

    RemoteContractMid level$49.00 – $53.00 an hourPeople & HR

    We’re looking for an experienced Talent Acquisition Sourcer to help identify and engage exceptional talent as Tailscale continues to scale. This is initially a 6-month contract position with the potential to extend and/or convert to a full-time role based on business needs and…

  • Tailscale · Canada

    RemoteContractSeniorCA$90.00 – CA$109.00 an hourPeople & HR

    We’re hiring multiple experienced Talent Acquisition Partners to join Tailscale on an initial 6-month contract basis, with the potential to extend and/or convert to full-time roles based on business needs and performance.

  • Tailscale · Singapore

    RemoteFull-timeDirectorSales

    Tailscale is looking for a Director, APAC Go-to-Market to build and lead our GTM business in Asia Pacific, starting from Singapore.

  • Tailscale · Canada

    RemoteFull-timeMid levelCA$163.5K – CA$245.2K a yearDesign

    The Product Design team at Tailscale is looking for an experienced Designer to join our dedicated Product Growth team. You will be the second designer on an existing cross-functional team and work to propel initiatives around activation, onboarding, monetization, user…

  • Tailscale · Canada

    RemoteFull-timeCA$218.4K – CA$273.4K a yearSecurity

    We’re seeking a talented software engineer, specializing in security and infrastructure, to help grow our product security team. We’re looking for people who can move Tailscale forward while making it safer to use. The abilities to think on your feet, collaborate with highly…

  • Tailscale · United Kingdom

    RemoteFull-time£49.8K – £78.2K a yearEngineering

    If you’re passionate about solving technical issues and providing high-quality support to a diverse community of users, this is the role for you. We’re seeking a motivated Support Engineer (Tier 1) to join our growing team of support professionals. You will serve as the face of…

  • Tailscale · Canada

    RemoteFull-timeSeniorCA$201K – CA$335K a yearEngineering

    As a Forward Deployed Engineer at Tailscale, you’ll be the bridge between our technical capabilities and the needs of our most strategic customers. You will work directly with customers to ensure their success with Tailscale’s products, helping them get onboarded, driving their…

  • Tailscale · Denver, Colorado, United States

    HybridFull-timeSenior$120K – $150K a yearSales

    We are looking for ambitious sellers to join our New Business Account Executive team. This is not a “farmer” role. You will be assigned inbound leads via round robin, however you will also be responsible for prospecting and sourcing a third of your own pipeline. You’ll own the…

  • Tailscale · Canada

    RemoteFull-timeCA$218.4K – CA$302.8K a yearEngineering

    Join our Strategic Projects team, reporting to the team's Engineering Manager and ultimately into our co-founder and Chief Strategy Officer. This team exists to show developers and organizations why Tailscale should be their default connectivity substrate, both for internal…

  • Tailscale · Canada

    RemoteFull-timeSeniorCA$201K – CA$268K a yearSales

    Tailscale is seeking an experienced Commercial Solutions Engineer to partner with Sales in driving new business for Commercial customers. You will co-own a book of business with Account Executives, lead technical discovery and architecture design, and act as a trusted advisor…

  • Tailscale · United States

    RemoteFull-timeSenior$163K – $226K a yearEngineering

    We're seeking a talented and motivated full-time Software Engineer, AI Enablement to help Tailscale's engineering organization get the most out of AI-assisted development. You'll join a small, high-leverage team reporting to our co-founder, working alongside our first AI…

  • Tailscale · Canada

    RemoteFull-timeMid levelCA$154.1K – CA$193K a yearEngineering

    If you're passionate about solving complex technical problems and helping build trust between customers and engineering, this is the role for you. We're seeking a motivated Customer Reliability Engineer to join our team. You'll take ownership of our most complex, ambiguous…

  • Tailscale · Vancouver, British Columbia, Canada

    HybridFull-timeSeniorCA$167K – CA$201K a yearSales

    We are looking for ambitious sellers to join our New Business Account Executive team. This is not a “farmer” role. You will be assigned inbound leads via round robin, however you will also be responsible for prospecting and sourcing a third of your own pipeline. You’ll own the…

  • Tailscale · Denver, Colorado, United States

    HybridFull-timeEntry level$100K – $125K a yearSales

    Join our rapidly growing Sales team where you will play an important role at one of the fastest growing companies in the Developer Security space.

Updated 06 Nov 2026 09:37 UTC from the OptiTalent job library.