AI Implementation Specialist, Training

About Raspberry AI

Raspberry AI is a generative AI design platform built for fashion brands and retailers. We help design, merchandising, and product development teams move faster — from concept to market-ready assets — using industry-leading AI.

We closed $24 million in Series A from a16z, plus $5 million 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.

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're solutions-oriented at heart. 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: A generational opportunity to define the role of AI in one of the world's largest industries.

• 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: We bring the whole team together once a year

About the Role

Raspberry AI is seeking a full-time, remote AI Implementation Specialist, Training to help fashion teams successfully adopt and use our AI-powered design platform.

This role sits at the intersection of fashion, digital product creation, customer enablement, and generative AI. You’ll be responsible for onboarding new customers, training existing users, answering product questions, troubleshooting issues, and creating clear educational resources that help users become confident and independent in Raspberry AI.

This is a highly customer-facing role. You’ll partner closely with Customer Success, Product, and Engineering to surface feedback, identify blockers, and continuously improve the customer learning experience.

Responsibilities

• Lead customer onboarding and training sessions to help users get productive quickly in Raspberry AI

• Host office hours, follow-up sessions, and working sessions to support ongoing adoption

• Respond to customer questions and troubleshoot issues through the Support Desk, email, Slack, Loom, or live calls

• Help users understand how Raspberry AI fits into real fashion workflows (design, DPC, product development, visual creation, and presentations)

• Review customer usage and feedback to identify blockers, confusion, training gaps, and opportunities for improvement

• Escalate bugs, product issues, and customer pain points to Product and Engineering with clear context and examples (screenshots, repro steps, Looms)

• Create and maintain enablement resources: onboarding scripts, help docs, training decks, Loom videos, workflow guides, and internal SOPs

• Partner with Customer Success to support customer adoption, expansion, and long-term success

• Partner with Product and Engineering to share customer insights and improve the user experience over time

• Support internal teammates by answering product questions, documenting workflows, and contributing to team processes

• Stay current on Raspberry AI product updates and broader AI tools relevant to fashion and design workflows

Desired Skills & Experience

• 3–7+ years of fashion industry experience (design, accessory design, DPC, 3D, CAD, product development, design ops, or adjacent)

• Experience working in or adjacent to DPC workflows (3D design, digital sampling, PLM, CAD, virtual product creation, digital asset creation)

• Strong understanding of fashion visuals (garments, prints, footwear, accessories, materials, silhouettes, styling, brand aesthetics, visual merchandising)

• Experience training, teaching, supporting, or enabling users in a professional setting

• Comfortable working directly with customers (designers, product developers, creative teams, cross-functional stakeholders)

• Strong troubleshooting skills and ability to investigate issues before escalating

• Comfortable learning new software quickly and explaining tools clearly to others

• Strong written and verbal communication skills

• Familiarity with generative AI tools (Midjourney, DALL·E, ChatGPT, Adobe Firefly, etc.)

• Proficiency with Adobe Illustrator and Adobe Photoshop

• Organized, proactive, and comfortable working in a fast-paced startup environment

Strong Candidates May Have

• Experience at a fashion brand, retailer, or vendor using DPC tools

• Experience supporting designers, merchants, product developers, or cross-functional product teams

• Experience creating training materials, tutorials, documentation, or workflow guides

• Experience with 3D tools, PLM systems, CAD tools, or digital sample workflows

• Prior exposure to AI image generation or prompt-based creative tools

• Interest in moving from traditional fashion roles into fashion technology, implementation, enablement, or AI

Education

• Bachelor’s degree preferred in one of the following areas: Fashion Design, Accessory Design, Graphic Design, Digital Product Creation, or related art/design/product development disciplines (or equivalent professional experience)

Compensation

• Base Salary: $75,000 - $95,000

• We can be flexible for the right candidates!