Middle Product Manager - Core Design Experience

Product Manager, Core Design Experience

New York · Full-Time · Product

Why Raspberry AI

Raspberry AI is building the agentic platform transforming how fashion and retail is created and brought to market. Raspberry brings AI into the center of their process — connecting design, product development, merchandising, marketing, ecommerce, and wholesale teams in one platform.

Our customers use Raspberry to move from an idea to production-ready designs, assortments, campaigns, ecommerce imagery, and sales materials in a fraction of the time. Today, some of the world's leading fashion brands and retailers — including SKIMS, Fabletics, Under Armour, Oscar de la Renta, Walmart, rag & bone, Kate Spade, Savage x Fenty and more are using Raspberry to rethink how their teams work.

We've raised $29M from a16z, Khosla Ventures, Greycroft, and leaders across the fashion industry. This is an opportunity to own the core of the product at a company where the core is the company.

About the Role

You'll own the core design and generation experience — the heart of the product, where a designer goes from an idea to something they'd actually put in front of their director. This is the wedge the whole company is built on, and you'll have ownership over it. We're looking for someone who goes deep on that core and can flex outward when the company needs it — not a generalist who floats across everything at the surface. Your north star in the first months: get a skeptical, non-technical fashion designer to a genuine "this is magic" moment in their very first session, and then again and again.

Generative products aren't like normal software. You're not writing a spec for one exact output — you're designing for a range of outputs you don't fully control, for users who shouldn't have to understand what's happening under the hood. You'll own the core generation and design workflow end to end, obsessing over activation and turning a doubtful creative into a believer in their first session. You'll define what "good output" means for our users and build the evaluation habits to know whether the product is actually getting better, design for trust so non-technical users know when to lean on the model and variability feels graceful instead of broken, and hold both sides of the enterprise equation — the everyday creative and the director who signs the contract — when their needs pull apart. You'll run tight discovery — user interviews, competitive teardowns, heavy dogfooding, often all in the same week — and turn those insights into shipped launches fast.

Who you are

• Extremely high ownership. You figure out what needs to happen, unblock yourself, and do it. Bad conditions — thin resources, missing data, a hostile stakeholder — are problems you route around or reverse, not reasons it didn't get done.

• You have an eye. You can look at several generated design concepts and articulate why some are off and one is sellable. Product sense, for our users, is aesthetic sense plus workflow empathy — and you have both, or are hungry to sharpen them.

• A systems thinker. You see the whole ecosystem a feature touches and instinctively flag the thing everyone assumes someone else owns.

• A first-principles thinker. You reason from the job-to-be-done and the nature of the medium, and you're willing to throw out a standard AI-product pattern when it doesn't serve our users.

• Fluent in — or a fast learner of — probabilistic systems. You think in distributions and evals, not single specs. We care more about how quickly you get this than how many years you've formally done it.

• Resilient and creative under real constraints — which is most of the job at an early-stage startup.

• AI-native in how you work. Comfortable using ChatGPT, Claude Code, Claude Cowork, Town, or other AI prototyping and productivity tools to accelerate research, prototyping, and execution.

• Data-driven. You define clear product metrics, use quantitative and qualitative evidence to make decisions, and are comfortable in Amplitude.

• 3–5 years of product experience, having shipped meaningful products end to end with measurable outcomes

• Bonus: direct experience shipping generative-AI or ML-powered products; background in or genuine curiosity about fashion, design, or creative tools; experience with enterprise/B2B products where the buyer and the everyday user are different people

We're serious about hiring for trajectory over pedigree. If you don't check every box but you're clearly wired for this, apply anyway.

How we work

Be an owner: We take responsibility for outcomes, not just tasks. We don't wait for permission — we step up, move fast, and hold ourselves accountable to results.

Bias to solution: We go beyond identifying problems to actively unblocking ourselves and others.

Customer obsession: Everything we build starts with the customer. We listen deeply, move quickly, and obsess over delivering tools that make their work faster and more creative.

Lowest level of detail: We're not afraid to get in the weeds. Great work comes from people who notice what others miss and ask deeper questions.

1% better every day: Progress compounds. We stay curious, ask for feedback, and look for the small improvements that make tomorrow better than today.

AI first: We use AI across the entire company — from product to growth to operations — to move faster and produce higher-quality work.

What we offer

• Innovative culture: own the core of the product at a company where the core is the company, building in one of the most exciting and least-solved corners of applied AI

• Growth paths: opportunities to drive impact well beyond your immediate role as the company scales

• Learning & development: annual discretionary stipend for professional development

• Annual company offsite that brings the whole team together

• Small team, high ownership, extremely short distance from your decisions to their impact

• Competitive salary and equity options

• Comprehensive benefits package including health, dental, and vision insurance