AI Transformation Lead at Raspberry AI (New York, NY)

Raspberry AI· New York, NY· $200k–$240k·3d ago

Role details

Salary

$200k–$240k

Work type

Remote

Employment

Full-Time

Skills

Generative AI toolsMidjourneyFireflyComfyUIKreaRunwayFashion technologyEnterprise SaaSAI workflow consultingProduct operationsDigital transformationCreative systems implementation

Summary

Raspberry AI seeks an AI Transformation Lead to drive large-scale generative AI workflow adoption for enterprise fashion and retail brands. The role involves partnering with stakeholders to identify high-impact workflows, create scalable playbooks, and guide organizational transformation.

Job description

About the Role

Raspberry AI is looking for an AI Transformation Lead to help the world’s leading fashion and retail brands rethink how product creation happens in the age of generative AI. This is a highly strategic, customer-facing role focused on driving large-scale AI workflow adoption across enterprise organizations. You’ll partner closely with design, merchandising, product development, and executive stakeholders to identify high-impact workflows, operationalize best practices, and guide teams through AI-enabled transformation. You’ll become an expert in Raspberry AI’s platform capabilities and deeply understand how our most advanced customers are integrating AI into their day-to-day workflows. From there, you’ll translate successful usage patterns into scalable playbooks, enablement frameworks, and operational recommendations that can be applied across the broader customer base. This role sits at the intersection of AI strategy, workflow design, product enablement, and enterprise transformation. It’s ideal for someone who understands both the creative and operational realities of large retail organizations and can influence adoption at scale.

Responsibilities

Partner closely with enterprise customers to understand how teams adopt and operationalize AI across creative and production workflows.
Identify high-performing customer workflows and translate them into scalable playbooks, implementation strategies, and best practices for broader customer adoption.
Advise customers on organizational and operational changes required to successfully implement AI workflows across large teams and cross-functional organizations.
Drive AI transformation initiatives across enterprise retail organizations ranging from hundreds to thousands of users.
Work cross-functionally with Product, Engineering, Customer Success, and Sales teams to influence product direction and improve customer outcomes.
Create clear documentation, enablement materials, workflow frameworks, and executive-ready recommendations for internal and external stakeholders.
Lead strategic customer workshops, product trainings, workflow audits, and executive business reviews.
Act as a trusted advisor to customer leadership teams, helping them understand how generative AI can improve speed, efficiency, creativity, and organizational alignment.
Surface recurring workflow gaps, customer pain points, and operational insights to influence roadmap prioritization and product strategy.
Stay at the forefront of AI-native creative workflows and emerging industry trends across fashion, retail, and digital product creation.

Qualifications

10+ years of experience in fashion, retail, enterprise SaaS, AI workflow consulting, product operations, digital transformation, or creative systems implementation.
Deep understanding of retail, fashion, or product development workflows across design, merchandising, sourcing, and production organizations.
Strong interest in generative AI tools and creative workflows with platforms such as Midjourney, Firefly, ComfyUI, Krea, Runway, or similar systems.
Experience driving operational change management or technology transformation initiatives within large organizations.
Exceptional communication and storytelling skills — able to influence both executive stakeholders and hands-on creative teams.
Proven ability to translate complex product capabilities into practical operational workflows and measurable business outcomes.
Highly strategic and systems-oriented thinker who can connect individual workflows to broader organizational transformation.
Strong documentation and enablement skills with the ability to create scalable frameworks, playbooks, and customer education materials.
Comfortable navigating ambiguity and operating in fast-moving, high-growth environments.
Strong cross-functional instincts with experience partnering across Product, Engineering, Customer Success, and GTM teams.
Passion for AI-native workflows and excitement about shaping the future of fashion and retail technology.
Self-starter mentality with a high level of ownership, accountability, and operational rigor.

Why work at Raspberry AI

High-growth environment: 120% headcount growth YoY and a fresh $24M Series A from Andreessen Horowitz signal strong momentum and stability.
Mission-driven: The company is reimagining a massive, traditional industry (fashion) with cutting-edge AI, offering the chance to work on impactful technology.
Remote-friendly / Flexible: The team is distributed across 9 countries (US, Italy, India, Pakistan, Egypt, Bangladesh, UAE, Spain, Nigeria), suggesting a remote-first or highly flexible culture. The US is the largest hub (41 employees).
Engineering culture: The technical team makes up 17% of staff, with a focus on machine learning and full-stack engineering. The company values boldness and curiosity ("If you’re bold, curious, and ready to shape the future of digital product development, join our amazing team!").
Diverse talent pool: Employees have come from top companies like Google, Zapier, Browzwear, Polo Ralph Lauren, and Adobe, as well as from diverse backgrounds (QueerCraft, LACLOS Paris).
Active hiring: 11 active job postings across engineering, sales, product, and GTM roles, indicating strong growth and opportunity for new hires to make an impact.

About Raspberry AI

Company Overview

One-liner: Raspberry AI is an end-to-end generative AI design platform purpose-built for fashion and retail brands, enabling them to accelerate product development from first sketch to final campaign.
Entity Type: Private (Series A)
Headquarters: New York, United States
Founded: 2023 (approximate, based on first funding round)
Founders: Cheryl Liu (CEO)

Core Business

Primary Industry: Fashion Technology / Generative AI for Retail
Target Customers: B2B, primarily fashion and retail brands (luxury houses, fashion boutiques, athleisure labels, accessories, footwear, and luggage companies). Customers include Boston Proper, Gruppo Teddy, Li & Fung, MCM Worldwide, and Under Armour.
Mission / Purpose: To reimagine every step of product development from first sketch to final campaign, helping brands design and create products people love while dramatically reducing time-to-market and production costs.

Products & Services

Sketch to Render: Transforms sketches, CADs, or 3D avatars into photorealistic renders in seconds, allowing teams to preview garments, patterns, and textures in real-world contexts without waiting for physical samples.
On-Body Virtual Try On: Visualizes garments on models without a photoshoot, enabling rapid prototyping and fit visualization.
Lifestyle Photography: Generates professional-quality campaign photos instantly, including multi-angle views, background variations, and video content, reducing the need for expensive studio shoots.
Seamless Print Generation: Creates flawless repeating patterns for fabrics and designs.
Graphic & Print Creation: Generates custom logos, graphics, or placement prints.
Design Mixer: Blends multiple inspirations (images, mood boards, sketches) to create entirely new designs.
Model Alterations: Adjusts fit, length, or style with precision on digital models.
Background Generation: Creates or swaps custom backdrops to align with brand campaigns.
Multi-View Generation: Produces consistent front, back, quarter, and side views of products.
Video Generation: Creates animated, on-model visuals for marketing use.
Batch Recoloring: Applies or edits prints, trims, and materials across designs in one click.
3D Avatar to Photorealism: Transforms Clo3D/Browzwear 3D models into photorealistic renders.
Magic Eraser: Removes elements from designs and photography.

Market Standing

Valuation / Market Cap: Not publicly disclosed.
Key Metric: $28.5M in total funding across three rounds (Seed, Series A, Grant).
Notable Investors: Andreessen Horowitz (led Series A), Greycroft (co-led Seed), Khosla Ventures (co-led Seed).
Growth Signals: Headcount grew +120% year-over-year to 52 employees. The company operates in 9 countries. LinkedIn follower growth is +132% yearly. Active job postings increased +1000% year-over-year. Key metrics from their site: customers report 3-5x faster concept-to-market, 30-50% acceleration in speed-to-market, 90% lower production costs, 95% faster campaign turnaround, and 12% increased sell-through rate and revenue.

Competitive Advantages

Purpose-built for fashion: Unlike generic AI image tools, Raspberry AI is specifically designed for the entire design-to-market workflow for apparel, accessories, and footwear, including specialized features like print generation, model alterations, and 3D avatar integration.
Enterprise-grade security: SOC 2 Type II certified, with options for private cloud hosting for enterprise clients. They do not use customer data to train their AI models, and users retain full IP ownership of all generated assets.
Custom brand models: AI models can be custom-trained to represent a brand’s unique style and aesthetic, ensuring outputs align with creative standards.
Integration ecosystem: Integrates with key fashion industry tools like Browzwear, Adobe, Miro, Coloro, and CMYK workflows.
Trusted by global leaders: Top 10 global fashion brands including Under Armour, MCM Worldwide, and Li & Fung are customers.

Strategic Focus

Enterprise expansion: Actively hiring for Head of Enterprise Sales, Strategic Account Executive, and GTM Associate roles, indicating a push into larger enterprise accounts.
Product depth: Continuing to build out the platform with features like video generation, 3D avatar integration, and enhanced customization to serve the full design-to-market lifecycle.
Global reach: With operations in 9 countries and a distributed team, the company is scaling internationally.
AI leadership: Investing heavily in machine learning talent (Senior Machine Learning Engineer, AI Engineering Lead, AI Product Engineer) to advance their core generative AI capabilities.

Sources