Tailscale
Tailscale is proud to be a fully remote company with team members in the United States, Canada and the United Kingdom. We recognize an inclusive workplace starts with a team that is not bound by geographical location, lifestyle, or life stage. No matter where you choose to work, you’ll be supported and empowered to do your best work.
At Tailscale, we’re building the new Internet. Our mission is to remove the overhead and complexity from the “long tail” of software and operational problems that people face every day. We’re searching for smart, passionate people who see the world differently, who aren’t afraid to challenge the status quo and work as a team to solve challenges together.
Are you ready to be part of the change? Check out our current openings below to apply!
Pick a job to read the details
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About Tailscale
Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
Job Description
We’re looking for a Brand Designer with strong web and UX sensibilities to help shape how Tailscale shows up across our digital experiences.
This is a hands-on role for someone who cares deeply about craft, but also understands that great design is measured by how it performs. You’ll design and iterate on key web experiences, from landing pages to campaign surfaces, balancing brand expression with usability, clarity, and conversion.
You’ll work closely with web, growth, and content teams to create experiences that feel cohesive, intuitive, and distinctly Tailscale. This role is ideal for a designer who can move fluidly between visual design and UX thinking, and who enjoys seeing their work come to life in production.
Key Responsibilities
Design high-quality web experiences
- Design landing pages, feature pages, and campaign experiences that are visually compelling and easy to use.
- Apply strong hierarchy, layout, and interaction thinking to improve clarity and user flow.
- Balance brand expression with usability and performance goals.
- Understand and apply accessibility and inclusive design principles.
Translate brand into scalable web systems
- Work within and extend our design system to create reusable, scalable components.
- Improve templates, layouts, and patterns used across the site.
- Ensure consistency while evolving the brand for digital environments.
Effectively manage projects and timelines
- Own moderately complex projects and initiatives end-to-end, not just tasks, with guidance from Brand Design Lead.
- Surface project ambiguity early and identify potential blockers, proactively proposing actionable solutions.
- Prioritize deadlines effectively, balancing speed, quality, and craft to consistently deliver polished, production-ready assets across digital and print.
- Maintains organized component and asset libraries that scale across the team, enabling others to easily adopt and build on established systems.
Support experimentation and iteration
- Collaborate with the growth team on testing and improving page performance.
- Thoughtfully iterate on designs based on data, feedback, and evolving priorities.
- Proactively identify opportunities to improve user experience across key journeys.
Collaborate cross-functionally
- Partner closely with web developers to ensure designs translate cleanly into production with minimal to no rework.
- Work with marketing and content teams to bring campaigns and narratives to life across multiple platforms: print, digital, and motion.
- Clearly and confidently explain design rationale and tradeoffs, understanding when to compromise and when to stand firm in design decisions.
- Proactively communicate: share project status updates without prompting and provide timely, constructive, and actionable feedback on others’ work as needed.
What We Are Looking For
Strong brand and web design skills
- 3-6+ years of experience in brand, marketing, or web design
- Strong grasp of design fundamentals: typography, layout, color, balance, and hierarchy
- Experience designing landing pages, marketing pages, or UI components for modern responsive or adaptive layouts
UX awareness and digital thinking
- Ability to apply UX principles like usability, information hierarchy, and interaction patterns
- Comfortable thinking about how design decisions impact user behavior and outcomes
- Experience working on websites, landing pages, or digital campaigns
Technical and executional strength
- Proficiency in Figma, Adobe Creative Cloud (Photoshop, Illustrator, InDesign, and AfterEffects), and Google Slides
- Strong attention to detail and organized file management (clean layers and labeled components make us very happy)
- Experience working within or alongside design systems
- Ability to deliver polished, production-ready designs and collaborate effectively cross-departments
- Solid understanding of accessibility and inclusive design principles
- Experience in print production, with an understanding of technical requirements and executional standards across out-of-home, events, and swag/merch applications
Communication and collaboration
- Excellent communication skills, especially when working remotely and asynchronously
- Ability to clearly present work and explain design decisions
- Ability to take direction, ask clarifying questions, and thoughtfully incorporate feedback while maintaining design integrity
- Consistently meets or beats deadlines, demonstrating increased trust, reliability, and ownership
Nice to Have
- Experience working on high-growth marketing or product websites
- Experience working on a remote or globally distributed team
- Familiarity with experimentation or A/B testing workflows
- Experience partnering closely with developers on implementation
- Interest in developer tools, infrastructure, or technical products
- An understanding of how design impacts conversion, engagement, and performance
- Experience with motion graphics or simple animations
- Technical illustration, data visualization, or diagramming experience
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
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!
What We Offer
- An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
- A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
- Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
- Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
- Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
- Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
- Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
- A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
- Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.
Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.
Ready to apply?
Apply to Tailscale
About Tailscale
Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
Job Description
We’re looking for a Brand Designer with strong web and UX sensibilities to help shape how Tailscale shows up across our digital experiences.
This is a hands-on role for someone who cares deeply about craft, but also understands that great design is measured by how it performs. You’ll design and iterate on key web experiences, from landing pages to campaign surfaces, balancing brand expression with usability, clarity, and conversion.
You’ll work closely with web, growth, and content teams to create experiences that feel cohesive, intuitive, and distinctly Tailscale. This role is ideal for a designer who can move fluidly between visual design and UX thinking, and who enjoys seeing their work come to life in production.
Key Responsibilities
Design high-quality web experiences
- Design landing pages, feature pages, and campaign experiences that are visually compelling and easy to use.
- Apply strong hierarchy, layout, and interaction thinking to improve clarity and user flow.
- Balance brand expression with usability and performance goals.
- Understand and apply accessibility and inclusive design principles.
Translate brand into scalable web systems
- Work within and extend our design system to create reusable, scalable components.
- Improve templates, layouts, and patterns used across the site.
- Ensure consistency while evolving the brand for digital environments.
Effectively manage projects and timelines
- Own moderately complex projects and initiatives end-to-end, not just tasks, with guidance from Brand Design Lead.
- Surface project ambiguity early and identify potential blockers, proactively proposing actionable solutions.
- Prioritize deadlines effectively, balancing speed, quality, and craft to consistently deliver polished, production-ready assets across digital and print.
- Maintains organized component and asset libraries that scale across the team, enabling others to easily adopt and build on established systems.
Support experimentation and iteration
- Collaborate with the growth team on testing and improving page performance.
- Thoughtfully iterate on designs based on data, feedback, and evolving priorities.
- Proactively identify opportunities to improve user experience across key journeys.
Collaborate cross-functionally
- Partner closely with web developers to ensure designs translate cleanly into production with minimal to no rework.
- Work with marketing and content teams to bring campaigns and narratives to life across multiple platforms: print, digital, and motion.
- Clearly and confidently explain design rationale and tradeoffs, understanding when to compromise and when to stand firm in design decisions.
- Proactively communicate: share project status updates without prompting and provide timely, constructive, and actionable feedback on others’ work as needed.
What We Are Looking For
Strong brand and web design skills
- 3-6+ years of experience in brand, marketing, or web design
- Strong grasp of design fundamentals: typography, layout, color, balance, and hierarchy
- Experience designing landing pages, marketing pages, or UI components for modern responsive or adaptive layouts
UX awareness and digital thinking
- Ability to apply UX principles like usability, information hierarchy, and interaction patterns
- Comfortable thinking about how design decisions impact user behavior and outcomes
- Experience working on websites, landing pages, or digital campaigns
Technical and executional strength
- Proficiency in Figma, Adobe Creative Cloud (Photoshop, Illustrator, InDesign, and AfterEffects), and Google Slides
- Strong attention to detail and organized file management (clean layers and labeled components make us very happy)
- Experience working within or alongside design systems
- Ability to deliver polished, production-ready designs and collaborate effectively cross-departments
- Solid understanding of accessibility and inclusive design principles
- Experience in print production, with an understanding of technical requirements and executional standards across out-of-home, events, and swag/merch applications
Communication and collaboration
- Excellent communication skills, especially when working remotely and asynchronously
- Ability to clearly present work and explain design decisions
- Ability to take direction, ask clarifying questions, and thoughtfully incorporate feedback while maintaining design integrity
- Consistently meets or beats deadlines, demonstrating increased trust, reliability, and ownership
Nice to Have
- Experience working on high-growth marketing or product websites
- Experience working on a remote or globally distributed team
- Familiarity with experimentation or A/B testing workflows
- Experience partnering closely with developers on implementation
- Interest in developer tools, infrastructure, or technical products
- An understanding of how design impacts conversion, engagement, and performance
- Experience with motion graphics or simple animations
- Technical illustration, data visualization, or diagramming experience
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
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!
What We Offer
- An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
- A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
- Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
- Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
- Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
- Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
- Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
- A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
- Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.
Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.
Ready to apply?
Apply to Tailscale
About Tailscale
Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
Job Description
We’re looking for a technical and experienced Content Marketing Specialist to join the marketing team at Tailscale. You will be working closely with sales, product marketing, and other marketing teams to transform product positioning and messaging into content. This role will be a good fit if you’re familiar with networking infrastructure, developer tooling, or enterprise security needs, and can communicate technical features as easy-to-digest benefits. Because we’re an early-stage and fully remote company, we’re looking for an individual who is comfortable working asynchronously and thrives in ambiguity.
Key Responsibilities
- Participate in the development and refinement of product positioning and messaging, then synthesize it into effective content for a technical audience.
- Collaborate with sales, product marketing, growth marketing, web development, design, and more to identify, develop, and produce effective content.
- Become an expert on our users and customers, understanding who they are, their pain points, etc.
- Create purposeful content that convinces and helps drive sales, including but not limited to: landing pages, one-pagers, case studies, slide decks, white papers, blog posts, ad copy, and more.
- Position Tailscale as a thought leader in networking and security, and increase awareness of these issues through impactful content.
What We Are Looking For
- A strong writing background as a content writer, with a fluency in the tech industry and highly technical subject matters like networking, Kubernetes, etc.
- Experience with solutions at B2B or enterprise technology companies
- Experience with networking or security products used in SaaS or cloud environments
- A proven track record of collaborating with marketing, product marketing, sales enablement, product management, or a related field
- Impeccable writing and editing skills, with participation in feedback cycles being second nature
- Ability to adhere to an overall content strategy, product messaging, and product positioning in the work you produce
- Comfortable working on multiple work streams simultaneously, juggling different stakeholders and deadlines
- Experience with on-page SEO and AEO optimization
- Excellent people skills, including the ability to communicate and negotiate effectively
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
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!
What We Offer
- An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
- A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
- Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
- Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
- Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
- Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
- Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
- A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
- Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.
Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.
Ready to apply?
Apply to Tailscale
About Tailscale
Tailscale is building the new Internet by delivering software that makes it easy to securely interconnect people and their devices, no matter where they are. From hobbyists to multinational corporations, teams of every size use Tailscale each day to protect their networks, share access to internal tools, and more. We're building a future for the Internet that's easy, sensible, and safe, like it used to be. Founded in 2019 and fully distributed, we're backed by Accel, CRV, Insight, Heavybit, and Uncork Capital.
Job Description
We’re looking for a technical and experienced Content Marketing Specialist to join the marketing team at Tailscale. You will be working closely with sales, product marketing, and other marketing teams to transform product positioning and messaging into content. This role will be a good fit if you’re familiar with networking infrastructure, developer tooling, or enterprise security needs, and can communicate technical features as easy-to-digest benefits. Because we’re an early-stage and fully remote company, we’re looking for an individual who is comfortable working asynchronously and thrives in ambiguity.
Key Responsibilities
- Participate in the development and refinement of product positioning and messaging, then synthesize it into effective content for a technical audience.
- Collaborate with sales, product marketing, growth marketing, web development, design, and more to identify, develop, and produce effective content.
- Become an expert on our users and customers, understanding who they are, their pain points, etc.
- Create purposeful content that convinces and helps drive sales, including but not limited to: landing pages, one-pagers, case studies, slide decks, white papers, blog posts, ad copy, and more.
- Position Tailscale as a thought leader in networking and security, and increase awareness of these issues through impactful content.
What We Are Looking For
- A strong writing background as a content writer, with a fluency in the tech industry and highly technical subject matters like networking, Kubernetes, etc.
- Experience with solutions at B2B or enterprise technology companies
- Experience with networking or security products used in SaaS or cloud environments
- A proven track record of collaborating with marketing, product marketing, sales enablement, product management, or a related field
- Impeccable writing and editing skills, with participation in feedback cycles being second nature
- Ability to adhere to an overall content strategy, product messaging, and product positioning in the work you produce
- Comfortable working on multiple work streams simultaneously, juggling different stakeholders and deadlines
- Experience with on-page SEO and AEO optimization
- Excellent people skills, including the ability to communicate and negotiate effectively
As a company, we strive to maintain fair and equitable compensation practices within our team across all roles and all levels. Tailscale's compensation package includes base salary, equity, and comprehensive benefits. The salary range displayed on each job posting represents the target range for a new hire's base salary. Individual offers may vary based on experience and skill set.
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!
What We Offer
- An inclusive, flexible environment where you can be your authentic self. We recognize the impact of diverse voices and backgrounds on the growth of our people, product, and company. And that flexibility in how and when you work empowers our team to integrate work and life.
- A competitive total compensation package. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
- Comprehensive group benefits with no waiting period. Take advantage of coverage for health, vision, dental, and more for you and your family!
- Remote first company—most of our teams work fully remotely. Enjoy a change of scenery wherever you can get wifi, participate in virtual and in-person social events, and leverage our corporate co-working program to visit WeWork (or other similar spaces near you). Some roles require in-office collaboration depending on team needs, which will be clearly noted in the job description.
- Connect with other Tailscalars IRL. Attend our annual company retreat, participate in team off-sites, and collaborate in person with teammates across Canada, the United States, and the United Kingdom. We support intentional in-person connection through team travel and distributed collaboration.
- Support for your personal and professional development. Grow your career thoughtfully with $1500 USD annually for professional development, or take advantage of mentorship, coaching, and internal promotion opportunities.
- Paid time off and a healthy work-life integration. Our flexible, paid time off program supports you for any situation life throws your way, whether moving homes or travelling the world!
- A build-your-own home office setup. You choose your own company-owned laptop (Mac or PC), receive a monthly home internet reimbursement, and $1000 USD to customize your workstation to make it your own.
- Generous parental leave program from your first day. We care about your life outside of work and encourage new parents to take advantage of parental leave top-ups for up to 26 weeks.
Please be aware that legitimate emails from Tailscale's talent team will only originate from @tailscale.com, @greenhouse.io, and @interviews.modernloop.io email addresses. For more information about protecting yourself from impersonators and scams, please visit https://tailscale.com/scam-awareness.
Ready to apply?
Apply to Tailscale