Head of Creative — Rupt, United States

WANTED: A HEAD OF CREATIVE WHO ACTUALLY CREATES.

Big ideas. Dirty hands. Zero interest in playing it safe.

We don’t need someone to point at the work. We need someone who can make it.

Someone who can dream up an idea at 9 AM, open Illustrator at 9:15, and have something worth getting excited about before lunch. Someone who can design a ridiculously cool jacket graphic, build out a retail collection, create the identity for a brand collab, and art direct a campaign. Someone who can lead a team without forgetting how to be part of one.

We’re Rupt. And we’re just getting started.

We started Rupt in 2024 in promotional products, an industry we know extremely well, and immediately started doing it differently. That meant recycled materials, packaging that gets a second life, and custom jackets and shoes with a 1-piece minimum, shipped to 70+ countries. But we never planned to be defined by where we started. We’re expanding into retail, DTC, apparel and footwear, consumer products, brand collaborations and private-label collections. We need someone to build the visual DNA that ties it all together.

Your mission: make everything feel like Rupt.

The products, graphics, photography, packaging, campaigns, collaborations, retail experiences, and the little details nobody else thinks about. We want a brand people recognize without seeing the logo, and your fingerprints will be all over it.

What a week might look like

• Monday: Designing vintage-inspired graphics for an apparel launch. Type, illustration, colorways, patches, woven labels. The whole thing.

• Tuesday: Working with our two designers on the identity for a retail collab, then jumping into the files yourself to make it better.

• Wednesday: Building the concept for our next product launch: campaign visuals, packaging, photo direction and the story behind it.

• Thursday: Brainstorming a Rupt pop-up with our CEO. It starts as a normal idea and ends somewhere completely ridiculous.

• Friday: Art directing a shoot, reviewing samples, and taking an idea from your sketchbook into the physical world.

• No two weeks look the same. That’s the point.

What you’ll own:

The vision: Build a distinctive visual language that stretches across products, categories and markets, and stays cohesive without looking identical.

The work: This is seriously hands-on. You’ll personally create original graphics, illustration, apparel, packaging, identities and campaigns, and prep production-ready files. You know the difference between art that looks good on a screen and art that looks incredible embroidered on a jacket.

The team: Lead and mentor two in-house designers. Set direction, give real feedback, and design right alongside them.

The future: A seat at the table as we build new categories and businesses, so the creative is great from day one.

You’re probably our person if...

• You have 7+ years in design, including experience leading or directing other designers

• Your portfolio is full of original work across apparel graphics, brand identity, illustration, typography, packaging or consumer products, and it makes us want to buy the things you designed

• You’re expert-level in Illustrator and Photoshop and obsess over type, color and composition

• You understand print production and physical product decoration

• You can art direct photography and campaigns

• You’ve worked with consumer, lifestyle, apparel or retail brands, or at a creative agency. Fashion, outdoor, streetwear or something unexpected all count. If your work is incredible, we want to see it.

• You’ve got a mental list of brands with real swagger. You don’t want to copy them. You want Rupt on that list.

Who shouldn’t apply

• If you haven’t personally designed anything in five years, this isn’t your job.

• If you need ten people to execute a simple idea, this isn’t your job.

• If you’d rather maintain a brand than build one, we’re probably not your people.

• If your portfolio looks like it came from typing prompts into an image generator, we’re probably not going to get along.

The details

• Fully remote, full-time

• Reports directly to our CEO

• Manages two in-house designers

• Access to global product development and manufacturing, so your ideas actually get made, fast.

• Salary range $65k-$85k with full benefits

How to get our attention

Forget the cover letter. Apply at and show us:

• Your portfolio

• The project you’re most proud of, and why

• Three brands doing incredible creative work

• Your big idea: if you could create anything for Rupt, what would it be?

• A little about you and why this gets you excited

One last thing

We’re not hiring someone to make us look like anyone else. We want Rupt to be one of those brands with the confidence to be unmistakably itself, and we’re looking for someone who wants to help build it.

BUILD THE BRAND. MAKE THE WORK. BREAK THE RULES.

Rupt is an equal opportunity employer.