3-5+ years in Customer Success or Strategic Account Management at a SaaS or AI company
Proven track record with $1B+ retailers or global consumer brands
Experience driving AI adoption in complex organizations
Strong commercial instincts for retention and expansion targets
Executive-level communication skills, polished and credible
New York City-based, able to work in Dumbo office once a week
Responsibilities
Own a portfolio of strategic enterprise accounts, managing relationships from post-sale to renewal
Build and execute account plans with adoption milestones and ROI frameworks
Drive AI adoption across complex organizations, navigating stakeholder layers
Lead executive business reviews with VP- and C-suite audiences
Identify and close expansion opportunities in collaboration with Account Executives
Monitor account health and proactively address churn risks
Advise customers on embedding Raspberry into creative workflows
Benefits
Competitive salary and equity options
Unlimited PTO
Comprehensive health, dental, and vision insurance
Opportunity to work on cutting-edge AI technology
Fully remote with a supportive company culture
Be part of a rapidly growing company with significant growth potential
Full Job Description
Enterprise Customer Success Manager
Raspberry AI • Dumbo, Brooklyn, NY • Hybrid (1 day/week in office)
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.
