Shape the future of design

Raspberry AI

Raspberry AI is a leading provider of industry-defining AI design software for fashion brands and retailers. Our platform empowers global brands to understand consumer demand, generate unique designs within minutes, and revolutionize how products are conceived and brought to market.

Backed by Andreessen Horowitz, Khosla Ventures, MVP, and Greycroft, Raspberry AI is transforming a $2.5T industry through cutting-edge generative and multimodal AI.

About the Role

We are seeking an experienced AI Engineering Lead to drive the next generation of generative AI capabilities powering Raspberry’s creative intelligence platform. This person will own development of Raspberry's suite of creative AI tools, spanning image generation, editing and end-to-end design workflows. They will define how models, orchestration and evaluation come together to deliver reliable and powerful design experiences for our customers, and will own the technical direction and quality of the AI systems that power the product.

You’ll operate at the intersection of research, engineering, and product, shaping how AI drives creativity, collaboration, and impact across the fashion ecosystem.

Responsibilities

• Develop and own the technical roadmap for Raspberry’s creative AI tools, spanning image generation, editing, and end-to-end design workflows.
• Mentor and guide a small team of ML engineers and researchers, raising the bar on experimentation, code quality, system design, and impact.
• Design and evolve the systems and model orchestration in order to improve quality, controllability, and realism in generated designs.
• Conduct applied research and rapid experimentation on diffusion and other generative models, adaptation techniques, and routing strategies, and bring the most effective approaches into production.
• Prototype and refine end‑to‑end design workflows for designers inside Raspberry and translate them into robust, production features.
• Collaborate closely with product, design, and product engineering to shape creative workflows, quality standards, and the roadmap for AI-powered features.
• Evaluate and integrate new techniques, frameworks, and open-source contributions to stay on the frontier of generative AI research.
• Design and maintain pragmatic evaluation loops that combine automated metrics, LLM-assisted review, human feedback, and high-quality golden datasets.
• Serve as a thought leader on AI innovation within Raspberry and across the broader industry.

Qualifications

• Master’s or Ph.D. in Computer Science, Machine Learning, or a related field, or equivalent industry experience in applied ML roles.
• 7+ years of experience in applied machine learning or adjacent research‑to‑product roles with tangible shipped impact, including 3+ years leading significant technical projects and/or acting as a tech lead for other engineers.
• Applied technical depth in several of the following areas: computer vision for generation/editing, diffusion or other generative model adaptation, model routing/orchestration, multimodal prompting, and tool use.
• Strong practical experience with generative image and/or video models, including using and adapting modern diffusion or multimodal models in production systems.
• Experience training and evaluating models on cloud GPU platforms (AWS, GCP, or Azure) and integrating external model APIs alongside open‑source stacks.
• Proven ability to take AI research to production, with experience building systems that balance innovation, performance, and maintainability.
• Proficiency using and tuning multimodal LLMs to support prompting, routing, and evaluation workflows.
• Familiarity with LLMs, CLIP-like architectures, and multimodal embeddings. Familiarity with CLIP-like architectures and multimodal embeddings, and how they integrate into generative and evaluation pipelines.
• Excellent communication and collaboration skills — able to work fluidly with designers, engineers, and business leaders alike.
• Passion for creative AI and its ability to transform human expression and design workflows.

Nice to Have

• Experience in computer vision for design, visual creativity or 3d/garment workflows.
• Experience building tools or workflows for professional creatives (designers, artists, or adjacent domains).
• Contributions to open-source AI projects, published research in top-tier venues (NeurIPS, CVPR, ICML, etc.), or sharing work publicly (talks, blog posts, tutorials, or research).
• Comfort operating in an early-stage startup environment with fast iteration cycles.

Why Raspberry AI

• Opportunity to own the technical direction of Raspberry’s creative AI systems and shape the AI vision of one of the most exciting generative companies in fashion tech.
• Collaborate with a world-class, multidisciplinary team pushing the boundaries of AI-driven creativity.
• Competitive compensation, equity, and benefits in a remote-first environment.

Raspberry AI

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.

About the Role

We’re hiring Strategic Account Executives in New York, Los Angeles or Portland to lead full-cycle, enterprise-level deals across fashion, travel, home goods, lifestyle brands and other retail brands.

The right AE will combine enterprise rigor, resourceful outbound creativity, and executive polish—driving annual and multi-year contracts through multi-threaded relationships.

This is a scaling role for reps who’ve already mastered structured selling and want to build repeatability in a high-growth AI startup.

You’ll be part of the GTM team driving Raspberry AI’s next stage of growth—helping define what elite, value-driven enterprise selling looks like in the AI era. This is a high-ownership role for operators who thrive in ambiguity, move fast, and turn every touchpoint into momentum.

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.

Desired Skills

• 4–7 years of experience at the intersection of fashion design, AI creative systems, or digital production workflows.
• Mastery-level command of ComfyUI, Krea, Weavy AI, and similar genAI platforms (e.g., Stability, Runway, InvokeAI).
• 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

Raspberry AI

Raspberry AI is a leading provider of industry-defining AI design software for fashion brands and 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 fashion brands revolutionize their design and merchandising processes.

We are a Series A startup, backed by top-tier venture capital firms such as Andreessen Horowitz, Khosla Ventures, MVP and Greycroft.

About the Role

We’re hiring Strategic Account Executives in New York, Los Angeles or Portland to lead full-cycle, enterprise-level deals across fashion, travel, home goods, lifestyle brands and other retail brands.

The right AE will combine enterprise rigor, resourceful outbound creativity, and executive polish—driving annual and multi-year contracts through multi-threaded relationships.

This is a scaling role for reps who’ve already mastered structured selling and want to build repeatability in a high-growth AI startup.

You’ll be part of the GTM team driving Raspberry AI’s next stage of growth—helping define what elite, value-driven enterprise selling looks like in the AI era. This is a high-ownership role for operators who thrive in ambiguity, move fast, and turn every touchpoint into momentum.

Responsibilities

• Own the full sales cycle: prospect → qualify → demo → negotiate → close → expand.
• Develop multi-threaded relationships across Marketing, Innovation, IT, and Procurement.
• Craft ROI-driven executive narratives and business cases.
• Run 3–6 month cycles with focus on annual contracts, expansion, and retention.
• Build creative pipeline through outbound, phone, events, and social proximity—not just sequences.
• Collaborate with Product, CS, and Marketing on account strategy.

Requirements

• 8–10 years of B2B SaaS closing experience, ideally $250K–$750K+ ACV.
• Proven success in enterprise / upper-mid market deals with multi-stakeholder complexity.
• Demonstrated ability to own negotiations end-to-end, from commercial structure through contract execution. Comfortable navigating legal, procurement, and compliance processes directly.
• Experience pricing and packaging complex, usage-based or credit-consumption models, not just seat-based licenses.
• Deep experience with outbound prospecting and self-sourced pipeline creation.
• Strong negotiation skills, MEDDICC fluency, and forecasting accuracy.
• Experience selling AI, creative, or marketing technology is a plus.
• Excellent communication and interpersonal skills, with the ability to build and maintain relationships with stakeholders at all levels of an organization.
• Hungry, curious, resilient, and relentlessly resourceful.

Compensation

• This role will receive a competitive On-Target Earnings $300k+ (base salary + sales commission) + benefits + equity
• Quota: ~$1M
• Location: NYC, LA or Portland (remote)

Reports to: Customer Success Lead

Raspberry AI

Raspberry AI is a leading provider of industry-defining AI design software for fashion brands and 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 fashion brands revolutionize their design and merchandising processes.

We are a Series A startup, backed by top-tier venture capital firms such as Andreessen Horowitz, Khosla Ventures, MVP and Greycroft.

About the Role

As an Enterprise Account Manager at Raspberry AI, you will own relationships with some of the world’s leading fashion brands and retailers, helping them transform their design and merchandising processes through generative AI. In this role, you will lead customer engagements from onboarding through upsells and renewal, ensuring teams not only leverage our platform effectively but also unlock measurable business outcomes.

You will serve as a key point of contact for our growing customer base, proactively engaging, supporting, and fostering strong, long-lasting relationships. This is an exciting opportunity to join a rapidly growing Series A SaaS company and directly contribute to our customers’ success and our overall growth.

Company Values

Customer obsession: We are relentlessly focused on our customers—their goals, their challenges, and their success. We listen deeply, move quickly to solve real needs, and obsess over delivering tools that make their lives easier, faster, and more creative.

Lowest level of detail: We are not afraid to get in the weeds. Great products are built by people who care enough to notice what others miss—the edge cases, the hidden friction, the opportunity behind the confusion. We train ourselves to ask deeper questions and uncover the details that unlock better work.

Be an owner: We take responsibility for outcomes, not just tasks. Whether fixing a bug, supporting a teammate, or raising a flag early—we step up. We do not wait for permission, and we do not pass the buck. Ownership is not a title; it is a mindset.

1% better every day: Progress compounds. We are committed to continuous improvement—in our product, our processes, and ourselves. Big leaps start with small steps, and we celebrate both. We stay curious, ask for feedback, and look for the extra 1% that makes tomorrow better than today.

Grow without fear: As Raspberry grows, we will face new challenges. To overcome them, each of us will be asked to grow alongside the company. We choose growth over comfort and learn from our mistakes.

Bias to solution: We all know “Bias to Action,” but what comes next? We do not just identify problems—we solve them. We are solutions-oriented at heart, pragmatic, and focused on what it takes to unblock ourselves and others.

Mission Statement

Help brands design and create looks that people love.

Responsibilities

Account Ownership & Growth: Own long-term relationships and commercial outcomes for a portfolio of fashion brands and retailers, including renewals, retention, and expansion. Drive strategic conversations with key decision-makers to help them maximize value from Raspberry AI. Manage the full post-sale lifecycle, ensuring seamless renewals and identifying upsell opportunities to expand platform usage.

Designing Value Realization: Partner with customer teams to define success metrics, create onboarding and adoption plans, and drive usage across their organizations. Guide brands in integrating Raspberry into design and merchandising workflows, ensuring measurable ROI. Facilitate regular business reviews to align on goals and uncover growth opportunities.

Proactive Customer Engagement: Monitor account health and product usage, proactively engaging customers to drive deeper adoption of key features. Accurately maintain customer information and interactions within our CRM, track key success metrics (e.g., usage, satisfaction), and identify churn risks early while leading resolution efforts.

Cross-functional Leadership: Work closely with Product, Engineering, and Support to surface feedback, influence the roadmap, and ensure timely resolution of issues. Collaborate with Sales to align on account strategy, pricing conversations, and long-term growth.

Contributing to Account Management Initiatives: Participate in team meetings and contribute to the ongoing improvement of account management processes and strategies. Develop resources (e.g., FAQs, knowledge base articles, customer case studies) and share them with relevant customers.

Qualifications

Background:

• Bachelor’s degree and relevant experience.
• ~6 years in a customer-facing role, ideally in enterprise SaaS account management, customer success, or strategy consulting.
• Experience in an early-stage start-up environment (<100 people).
  

Relationship Building:

• Demonstrated experience owning customer relationships, driving renewals, and securing expansions; Estimated ARR value of 3M+.
• Empathetic, customer-centric approach with a genuine desire to help customers succeed.
• Skilled at navigating complex organizations and identifying key decision-makers across functions.
• Ability to drive negotiations and lead difficult conversations with stakeholders.
  

Analytical Skills:

• Experience conducting ROI analyses and building financial models to demonstrate value.
• Skilled at analyzing usage trends and developing benchmarking models as needed.
• Proficient in building pricing models and performing calculations and discounts with precision.
  

Executive Communication:

• Ability to package insights into executive-level presentations and tell a compelling story.
• Demonstrated ability to tailor communication for different audiences (e.g., CFO vs. Creative Director).
• Strong verbal and written communication skills in a remote environment (e.g., email, Slack, stand-ups).
  

Cross-functional Collaboration:

• Ability to work independently and as part of a collaborative team in a fast-paced environment.
• Collaborate with cross-functional teams to expand the business:
  • Sales: Drive account growth.
  • Support: Direct attention to accounts at the right time.
  • Product: Communicate customer needs and help shape the roadmap.
    

Organization:

• Highly organized and detail-oriented, able to manage multiple tasks and prioritize effectively.
• Skilled at managing multiple projects and accounts with a high degree of accuracy and tracking.
  

Technology:

• Excitement about generative AI and exploration of available tools (e.g., ChatGPT, DALL·E, MidJourney).
• Proficiency in CRM software (e.g., HubSpot) and other customer success tools.

Bonus Points

• Familiarity with the fashion industry.

What We Offer

• Compensation range: $130–160K + OTE, with a competitive total compensation package.
• The opportunity to be part of a rapidly growing and exciting SaaS company.
• A collaborative and supportive work environment.
• Opportunities for professional growth and development.

Raspberry AI

Raspberry AI is a leading provider of industry-defining AI design software for fashion brands and 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 fashion brands revolutionize their design and merchandising processes.

We are a Series A startup, backed by top-tier venture capital firms such as Andreessen Horowitz, Khosla Ventures, MVP and Greycroft.

About the Role

This is a full-time remote role for a Senior Machine Learning Engineer at Raspberry AI. We are seeking a highly talented and motivated Machine Learning Engineer to join our growing ML team. In this role, you will focus on improving the quality and performance of our cutting-edge diffusion models, pushing the boundaries of generative AI in the fashion domain.

Additional responsibilities may be assigned as business needs evolve.

Responsibilities

• Conduct applied research and experimentation on state-of-the-art diffusion model architectures and training techniques.
• Implement and evaluate novel techniques for improving quality and controllability in generated designs.
• Analyze and interpret experimental results, draw meaningful conclusions, and communicate findings effectively.
• Collaborate closely with the team to translate prototypes into production-ready systems.
• Stay abreast of the latest advancements in diffusion models, deep learning, and generative AI research.

Requirements

• Master's or Ph.D. in Computer Science, Machine Learning, or a related field. 3+ years of industry experience.
• Strong theoretical and practical understanding of deep learning, with a focus on generative models (e.g., GANs, VAEs, Diffusion Models).
• Hands-on experience with deep learning frameworks such as PyTorch.
• Experience with training and evaluating generative models on cloud GPU platforms (e.g., AWS, GCP, Azure).
• Proficiency in using and tuning multimodal LLMs, including experience with both API-based and open-source model implementations.
• Ability to effectively present complex technical information to both technical and non-technical audiences.

Raspberry AI

Raspberry AI is a leading provider of industry-defining AI design software for fashion brands and 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 fashion brands revolutionize their design and merchandising processes.

We are a Series A startup, backed by top-tier venture capital firms such as Andreessen Horowitz, Khosla Ventures, MVP and Greycroft.

About the Role

We’re looking for a Senior Product Manager to lead product development efforts across our AI and fashion design tools. You’ll work closely with engineers, designers, and machine learning researchers to define and ship features that push the boundaries of what’s possible in generative design. You’ll be responsible for setting product strategy, prioritizing technical development, and ensuring our tools are intuitive and impactful for our users—designers and marketers at some of the world’s leading fashion brands.

Key Responsibilities:

• Own end-to-end product management for core features across our platform
• Define and document product requirements for AI- and ML-powered capabilities
• Daily collaboration with engineering and ML teams to scope and sequence technical roadmaps
• Collaborate with designers, product specialists, and customer success to translate user feedback and usage data into actionable product improvements
• Partner with the CTO to enhance our custom model training workflows
• Prioritize features that drive adoption, engagement, and design outcomes for fashion teams
• Leverage Amplitude and internal analytics tools to surface insights and inform product prioritization
• Communicate product vision, KRs, updates, and outcomes clearly across internal stakeholders

Qualifications:

• 5+ years of experience in product management in B2B SaaS, workflow products or applied AI
• Proven track record of building and launching new user-facing significant products
• Demonstrated success launching and scaling technical products
• Strong ability to synthesize technical complexity into user-first solutions
• Experience working closely with engineers, designers, and ML practitioners
• Excellent communication, prioritization, and organizational skills
• Passion for generative AI, creativity tools, or the fashion industry
• (Bonus) Familiarity with AI/ML development cycles

Benefits:

• Competitive salary and equity options
• Comprehensive benefits package including 401k, health, dental, and vision insurance
• Opportunity to work on cutting-edge AI technology with a high-impact team
• Fully remote and a supportive company culture
• Be part of a rapidly growing company with significant growth potential