Enterprise Customer Success Manager

Raspberry AI · Dumbo, Brooklyn, NY · Hybrid (1 day/week in office)

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. Some of the world's top fashion brands rely on Raspberry AI to streamline their workflows and accelerate product development.

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

The Role

Raspberry AI is looking for an Enterprise Customer Success Manager to own and grow our most important enterprise relationships — $1B+ retailers and global consumer brands navigating a once-in-a-generation shift in how creative work gets done.

You'll be the trusted partner who turns early AI adoption into deep, durable value: guiding design teams and leadership through meaningful workflow transformation, building the business case at the executive level, and expanding Raspberry's footprint in the accounts that define our category.

This is a high-visibility, high-ownership role. You'll sit at the intersection of customer success, change management, and creative industry expertise — partnering with VP- and C-suite stakeholders to drive measurable outcomes from day one.

What You'll Do

Own a portfolio of strategic enterprise accounts ($1B+ retailers and global consumer brands), serving as the primary relationship owner from post-sale through expansion and renewal
Build and execute account plans with clear adoption milestones, executive engagement cadences, and measurable ROI frameworks
Drive AI adoption across complex, matrixed organizations — navigating multiple business units, stakeholder layers, and change management challenges with confidence
Lead executive business reviews (QBRs) with VP- and C-suite audiences, translating usage data and workflow metrics into compelling business narratives
Identify and close expansion opportunities in close partnership with the Account Executive team
Proactively monitor account health, surface churn risks early, and own resolution with urgency
Become a trusted domain expert on AI-assisted creative workflows — advising customers on how to embed Raspberry into design, merchandising, and go-to-market processes
Partner cross-functionally with Product, Engineering, and Marketing to relay customer insights that shape the roadmap
Represent Raspberry at customer sites and industry events; periodic travel required

What We're Looking For

Must-Haves

3-5+ years in Customer Success, Strategic Account Management, or a related enterprise-facing role at a SaaS or AI company
Demonstrated track record of growing and retaining $1B+ retailer or global consumer brand accounts — you've worked directly with VP- and C-suite stakeholders and understand how large brands make decisions
Proven experience driving AI or enterprise software adoption inside complex, matrix organizations — you know how to build champions, navigate change resistance, and move large institutions forward
Strong commercial instincts: comfortable owning retention and expansion targets, able to articulate ROI in the language of a CFO and a Creative Director alike
Executive-level communication skills — polished, concise, and credible in any room
New York City-based with the ability to be in our Dumbo, Brooklyn office one day per week

Bonus Points

Background in fashion, apparel, luxury, or the broader creative/design industry — you've worked inside or alongside design teams and understand their tools, pressures, and workflows
Experience with generative AI tools, creative technology platforms, or AI workflow enablement
Familiarity with PLM, DAM, or retail tech ecosystems (e.g. Centric, Bynder, Contentful)
Experience working with global brand portfolios or multi-brand holding companies

Benefits

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

Compensation

The base salary range for this role is $150,000 – $160,000 annually, with a 25% variable component — bringing total on-target earnings to around $200K for the right candidate.

Raspberry AI is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.

Raspberry AI

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