Senior Art Director, 2D Illustration

Join the Future of Commerce with Whatnot!

Whatnot is the largest live shopping platform in North America and Europe to buy, sell, and discover the things you love. Whether it's trading cards, fashion, electronics, or live plants, our sellers are building real businesses across hundreds of categories. We're building live commerce at a scale that's never been done in the West, and there's no playbook to copy. The people here are shaping how an entirely new industry develops.

As a remote co-located team, we're inspired by our values and anchored in hubs across the US, UK, Ireland, Poland, Germany, and Australia. We move fast, stay close to our users, and focus on the work that drives the most impact.

We're one of the fastest growing marketplaces and were recently named the #1 Best Startup Employer in America by Forbes. Check out the latest Whatnot updates on our news and engineering blogs and join us as we enable anyone to turn their passion into a business and bring people together through commerce.

Whatnot is looking for a multidisciplinary Designer and Illustrator to join the Brand Experience team as an Art Director, 2D Illustration. We’re a small, collaborative team of 2D and 3D illustrators and designers that care deeply about our respective craft. The Brand Experience team works across a wide range of surfaces at Whatnot, including digital experiences, marketing campaigns, growth, events, and merchandise.

This is a hands‑on generalist role for someone with a high level of taste, craft, and creative range. This person should show a strong ability to simplify complex concepts into unique, intuitive, and visually compelling metaphors. The role requires a strong point of view and an ability to communicate actionable feedback or guidance to the team, empowering them to do their best work.

This role requires a self‑starter who is driven, proactive, and truly loves the creative process and working with others in a collaborative setting. They are comfortable working in ambiguous, fast‑paced environments while maintaining a high level of craft. The right person brings strong 2D design craft, a point of view on art direction, and the ability to make smart creative calls with minimal guidance or information.

Someone who isn’t afraid to experiment or learn new skills and keeps a pulse on design trends, propelling Whatnot’s visual identity in the creative vanguard.

• Develop visual strategies, art direction, and creative to extend Whatnot’s brand into digital experiences, product launches, events, social, and other high‑impact surfaces.
• Work collaboratively across business verticals with designers, engineers, copywriters, marketers, and creative leads from the initial brief to delivery.
• Move fast from the initial brief to execution, cutting scope when possible while maintaining a high bar for craft.
• Maintain and evolve visual strategies through mood boards and sketches to create bespoke, beautiful, production‑ready assets.
• Bring a meticulous eye with an ability to communicate actionable feedback in a productive way.
• Maintaining a collaborative and positive environment that motivates the team to do their best work.
• An ability to see a project from start to finish, with an ability to verbalize the concepts in a convincing manner.
• Works with tools like Figma, Adobe Creative Suite, and AI workflows to communicate ideas, streamline processes, and make the work better, faster.
• Keep a pulse on current fashion and design trends, pop culture, commerce, creators, and the Whatnot community to create a genuine connection to a wide variety of demographics.

We offer flexibility to work from home or from one of our global office hubs, and we value in‑person time for planning, problem‑solving, and…