Design - Designer

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. We’re looking for a Brand Designer to join the Brand Design team and help bring the Tailscale brand to life across marketing, web, and internal initiatives. This is a full-time role with availability during standard working hours.
As a key contributor on a small but high-performing team, you’ll work closely with senior designers, marketers, and cross-functional partners to create clean, thoughtful, and technically sound design assets. This role is ideal for someone early in their career who is excited to work within a refined design system while helping it grow, evolve, and scale.
Design and iterate in Figma, Illustrator, Photoshop, and InDesign (After Effects a plus) maintaining clean files, components, and layers.
Create high-quality assets for web, social, presentations, campaigns, and events while staying true to brand guidelines.
Handle production tasks: prepping print files, exporting web assets, and managing organized libraries.
Contribute to a scalable design system by keeping components, templates, and layouts organized.
Help create diagrams and technical visualizations that simplify complex ideas into intuitive graphics.
Collaborate in a remote-first environment

Proficiency in Figma and comfort working within a design system or structured visual language
Working knowledge of Adobe Creative Cloud (Illustrator, Photoshop, InDesign); Strong grasp of design fundamentals: typography, layout, color, balance, and hierarchy
Excellent communication skills, especially when working remotely and asynchronously
Curiosity about technology, networking, or security (no background needed, just interest and willingness to learn)
Experience with technical subjects and information architecture
Experience creating visual material for complex SaaS technology solutions at a B2B or enterprise technology company
Front-end development skills
A chance to shape the brand: this is the first junior designer on the team, and you’ll have a real hand in helping the brand evolve and scale.
Mentorship and growth: work closely with an experienced brand team committed to helping you grow your skills.
Variety and exploration: you’ll work across campaigns, web, motion, print, and internal communications; Collaborative culture: join a thoughtful, supportive, remote-friendly team that values clarity, craftsmanship, and curiosity.
Tailscale's compensation package includes base salary, equity, and comprehensive benefits. 132,660—$166,160 CAD
We encourage you to help us break that statistic!
An inclusive, flexible environment where you can be your authentic self. This includes a base salary, an equity incentive plan and variable commission (for quota-based roles).
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.
Attend our annual company retreat, participate in team/department off-sites, or use your individual travel budget to meet up with team members in Canada, the US, or the UK.
Support for your personal and professional development. 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. 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.