Creative Technologist Lead

Location: New York, San Francisco (Remote)

Department: Product & Enablement

Experience Level: 4–7 years

Desired Skills

• 4–7 years of experience at the intersection of fashion design, AI creative systems, or digital production workflows.

• Strong AI usage across apps like Firefly,

• Experience in fashion or visual content creation, understanding how visual models align with apparel and design principles.

• Strong writing and documentation skills — you can communicate complex test outcomes clearly.

• Comfort working closely with engineers and designers, translating between creative intent and model behavior.

• Highly organized and detail-oriented — able to structure complex testing workflows, document findings clearly, and track follow-ups across teams.

• Proactive problem-solver who anticipates challenges before they surface, proposes actionable solutions, and follows through to resolution.

• Thrives in fast-moving, cross-functional environments — comfortable partnering with Engineering, Design, Customer Success, and Leadership.

• Bonus: background in AI model evaluation, worked in an AI environment

About the Role

Raspberry AI is looking for a Product Expert who bridges deep technical fluency with creative direction. This is for someone who understands how advanced generative AI tools such as Krea, ComfyUI, WeavyUI and Firefly work, to push the boundaries

You’ll be one of the first to validate cutting-edge generative tools, run structured evaluations, and translate complex system performance into actionable documentation for Engineering, Product, Sales and User Enablement teams.

This is an advanced hybrid role that combines creative production, product QA, and model testing — ideal for a creative technologist fluent in AI workflows, UX evaluation, and prompt logic.

Responsibilities

• Track release changes and prepare notes and guidance for internal teams

• Monitor usage data, edge cases, and bugs to support ongoing platform improvements

• Conduct competitive benchmarking of new tools and features; provide structured feedback to product and engineering teams

• Run structured ML feature validation — measuring control, stability, and output fidelity across prompt conditions.

• Develop internal evaluation frameworks for prompt tuning, dataset calibration, and edge-case handling.

• Partner with Product and Engineering to diagnose quality issues, evaluate fixes, and verify visual accuracy across use cases.

• Author release notes, eval summaries, and creative QA reports for internal distribution.

• Create content examples that showcase new capabilities and serve as reference material for user-facing documentation.

• Mentor internal creative teams on technical usage patterns and tool interoperability.

• Benchmark platform performance against industry standards and internal expectations

• Investigate user-reported issues and help identify underlying causes, escalation path from Customer Support

• Curate and organize datasets for model training and validation (fashion, furniture, soft home, beauty, luggage, baby)

• Label and structure data for targeted use cases such as sketch conversion and trend-driven generation

• Flexibility to take on new responsibilities as they arise.

Company Description

Raspberry AI is a leading provider of industry-defining AI design software for luxury retailers. Our software empowers brands to rapidly understand consumer demand and create unique designs within minutes. Leveraging cutting-edge AI analytics and generative AI capabilities, we help brands revolutionize their design, merchandising, e-commerce and other processes.

We closed $24 million in Series A from a16z, plus $5M seed rounds from Khosla Ventures and Greycroft Ventures. Other investors include REVOLVE and Reformation founders, and the President of Saks Fifth Avenue. For more information, visit raspberry.ai.