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.

CAN Pay Range

$163,480—$205,020 CAD

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.

Tailscale is committed to providing an accessible and inclusive hiring process. If you require an accommodation at any stage of the recruitment process or related to any aspect of this role, please contact your recruiter.

Our hiring process uses AI-assisted tools to help screen and assess candidates. All hiring decisions are made by people.

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.

Remote Jobs - YesRemoteJobs

Mid Level Greenhouse Jobs

Recruiting Coordinator

Global Recruiter - Contract

Brand Designer