AI Implementation Specialist

Raspberry AI•New York, NY

About The Position

Raspberry AI is building an agentic platform for fashion and retail that connects design, product development, merchandising, marketing, ecommerce, and wholesale teams. The AI Implementation Specialist turns signed contracts into successful customer adoption by onboarding enterprise customers, training their teams, and helping them adapt real workflows around generative AI. The role is part of the Customer Enablement team and works alongside Sales, Customer Success, and Product. The specialist owns implementations from sales handoff through steady-state adoption, delivers live training onsite and remotely, and develops resources that help customers learn independently. Success is measured by new-customer time-to-value, active usage after onboarding, training satisfaction, and the quality of insights shared with Product.

Requirements

  • At least 3 years of experience in fashion, apparel, footwear, or retail in design, technical design, product development, DPC, or creative technology.
  • Deep familiarity with fashion workflows and tools, including Adobe Illustrator and Photoshop, CLO 3D or Browzwear, and PLM systems.
  • Experience training, onboarding, or enabling customers, internal teams, or students.
  • Hands-on experience with generative AI tools such as Midjourney, ChatGPT, Adobe Firefly, or Stable Diffusion, and ability to show personal work.
  • Strong teaching skills and ability to explain new technology to audiences ranging from skeptical senior designers to VPs of Product.
  • Ability to manage several customer implementations at once with organized follow-through and clear documentation.
  • Willingness to travel to customer sites for kickoffs and onsite training.

Nice To Haves

  • Customer-facing experience at a SaaS or design technology company in implementation, solutions, or customer success.
  • A portfolio or examples of AI-assisted design work.
  • Experience creating training content, video walkthroughs, or certification programs.

Responsibilities

  • Lead customer implementations from sales handoff and kickoff through onboarding, training, and handoff to Customer Success.
  • Deliver live, tailored training onsite and remotely for designers, DPC and product developers, merchandisers, and marketing and ecommerce teams.
  • Map customers' existing workflows, including sketching, CAD, 3D, PLM, sampling, and line review, and explain where Raspberry fits and what it replaces.
  • Develop workflow-specific prompting techniques, templates, and best practices that help customers produce production-quality output.
  • Track adoption after onboarding, identify accounts with stalled usage, and provide targeted sessions to help them re-engage.
  • Create scalable, AI-first customer learning resources such as help documentation, Loom walkthroughs, workflow guides, and office hours.
  • Partner with Sales during late-stage deals and pilots to set customers up for success from the start.
  • Share structured customer insights with Product and Engineering, including blockers, workflow gaps, model-quality issues, and recurring feature requests.
  • Learn Raspberry releases early and stay current with the broader generative AI landscape to keep customers informed about new developments.

Benefits

  • Annual discretionary stipend for professional development.
  • Annual company offsite that brings the whole team together.
  • Competitive salary, quarterly performance bonus, and equity.
  • Comprehensive benefits package including health, dental, and vision insurance.
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