---
title: 'Enablement Lead at Raspberry AI'
canonical: 'https://feeny.ai/job/enablement-lead-raspberry-ai-new-york-2m05eq521x21'
type: 'job'
last_seen: '2026-11-10'
---

# Enablement Lead at Raspberry AI

- **Company:** Raspberry AI
- **Location:** New York, NY
- **Employment:** full-time
- **Work type:** hybrid
- **Posted:** 2026-11-06
- **Last confirmed live:** 2026-11-10
- **Apply:** https://jobs.ashbyhq.com/raspberry/6d686224-9836-48a9-8322-032203971c13

## Job description

Enablement Lead — Job Description

## 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're backed by a16z and recently raised $29M to keep building.

## The role

We're hiring our first Enablement Lead to head-up the two teams that sit between our product and our customers: AI Implementation Specialists and Solution Engineers. Together they win deals, get brands live, and make sure Raspberry becomes part of how fashion teams actually work. Today these teams have no dedicated manager. You'll build the function around them: one operating rhythm, shared playbooks, clear handoffs from presales to onboarding to adoption, and a hiring plan that scales with our customer base. This is a player-coach role. You'll lead the team and the program, and still get hands-on with our most strategic accounts and deals.

## What you'll do

Lead and build the team

- Manage AI Implementation Specialists and Solution Engineers weekly 1:1s, goals, performance, and career growth.
- Hire for the next stage. Define the profile for each role, run interviews, and onboard new team members fast.
- Set the operating rhythm: capacity planning, account coverage, and how work is assigned across presales and post-sales.

Own the customer journey from demo to adoption

- Design clean handoffs between Sales, Solution Engineering, Implementation, and CS so no customer context gets lost after signature.
- Own how every enterprise customer is onboarded: kickoff, workflow mapping, training, and go-live.
- Build the enablement program: onboarding playbooks, role-based training for design, product development, merchandising, and ecommerce teams, office hours, and certification.

Support revenue

- Partner with Sales leadership and the AE team so Solution Engineers are on the right deals at the right time: discovery, tailored demos, proofs of concept, and technical evaluations.
- Make sure what we show in presales matches what we deliver in implementation.
- Use adoption data to spot expansion opportunities and flag churn risk early.

Bring fashion expertise into everything

- Lead the Implementation Specialists who show brands what's possible: creative workflows, model outputs, and real use cases by team.
- Turn customer wins into reusable demo assets, case studies, and templates.
- Feed what customers need back to Product and Engineering with clear, prioritized input.

Measure and improve

- Define and report on team metrics: time-to-first-value, activation, adoption by team, presales win rate, and training satisfaction.
- Stay ahead of Raspberry's product releases and the broader generative AI landscape so the team sells and trains on what's next.

Who you'll lead Your Solution Engineers own presales. They work alongside our AEs on technical discovery, tailored demos, proofs of concept, and evaluations, showing brands exactly what Raspberry can do for their workflows. Once a deal closes, your AI Implementation Specialists take over. They onboard new customers, train design and product teams, and build Raspberry into the way those teams work day to day, carrying each account from go-live through full adoption.

## What we're looking for

- 7+ years across solutions engineering, implementation, enablement, or customer success, including 3+ years managing a team.
- Have led both presales and post-sales people, or a mixed team where one hands off to the other.
- Have built an onboarding or enablement program from scratch, not just run an existing one.
- Comfortable in front of enterprise customers: you can run a discovery call, lead an executive demo, and rescue a stalled implementation.
- Hands-on with AI and creative tools. You use generative AI in your own work and can explain it to designers who are skeptical.
- Operate with data: you've set team metrics, built the dashboards, and used them to make staffing and process calls.
- A clear writer and communicator who works well with Sales, Product, and Engineering.

## Nice to have

- Background in fashion, retail, apparel, or footwear, especially design, product development, or merchandising.
- Experience at a Series A or B startup where you built the function as it scaled.
- Familiarity with PLM, 3D, or creative tools used by fashion teams (Centric, Browzwear, CLO, Adobe).
- Experience supporting both US and UK/EU customers.

## 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.

## Why Work Here
- **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.

## Sources
1. [raspberry.ai](https://www.raspberry.ai/)
2. [raspberry.ai/careers](https://www.raspberry.ai/careers)
3. [LinkedIn - Raspberry AI](https://www.linkedin.com/company/raspberry-ai)
4. [a16z.com](https://a16z.com/announcement/investing-in-raspberry-ai/)
5. [raspberry.ai/products/raspberry-overview](https://www.raspberry.ai/products/raspberry-overview)
6. [jobs.ashbyhq.com/raspberry](https://jobs.ashbyhq.com/raspberry)

## Other roles at Raspberry AI

- [Enterprise Customer Success Manager](https://feeny.ai/job/enterprise-customer-success-manager-raspberry-ai-new-york-8p8jgr6qv55t) — New York, NY
- [AI Implementation Specialist](https://feeny.ai/job/ai-implementation-specialist-raspberry-ai-new-york-n2mj818anhm9) — New York, NY
- [Product Manager - Core Design Experience](https://feeny.ai/job/product-manager-core-design-experience-raspberry-ai-new-york-wf4vjq7vyqz1) — New York, NY
- [AI Designer](https://feeny.ai/job/ai-designer-raspberry-ai-united-states-dymw5k5c0qe2) — United States
- [Strategic Customer Success Manager](https://feeny.ai/job/strategic-customer-success-manager-raspberry-ai-new-york-djzqjn74xg2n) — New York, NY
- [AI Transformation Lead](https://feeny.ai/job/ai-transformation-lead-raspberry-ai-new-york-z3aa0bt9qk6f) — New York, NY
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