Head of Customer Success

October 22

Apply Now
Logo of Raspberry AI

Raspberry AI

Artificial Intelligence • Fashion • SaaS

Raspberry AI is a generative AI platform and creative assistant for fashion brands and designers that automates design and visual content creation. It generates prints, patterns, product graphics, and photorealistic renderings (sketch-to-render, photography and video studio outputs), and offers brand-customized AI models, private hosting, and enterprise workflows to speed concept-to-market, reduce sampling costs, and retain IP. The product is positioned as a B2B SaaS tool used by retailers, apparel manufacturers, and design teams to iterate faster and scale visual merchandising and product development.

11 - 50 employees

🤖 Artificial Intelligence

👗 Fashion

☁️ SaaS

📋 Description

• Create customer success strategy for enterprise customers • Drive segmentation strategy for enterprise accounts • Build playbooks to maximize pilot conversion, value realization, onboarding, user engagement, and user adoption • Establish strong relationships with enterprise clients • Own pilot success plans and develop frameworks to convert pilots into contracts • Partner with Sales to shape deal structure and success metrics • Lead quarterly business reviews (QBRs) and align executive support • Build and lead a world-class Customer Success team • Serve as the voice of the customer to cross-functional teams

🎯 Requirements

• 8+ years in customer success or post-sales leadership • Minimum 4+ years managing enterprise CS teams at an Enterprise SaaS company with ACV over $200K • Managed 5+ CSMs or AEs responsible for post-sales • Total Book Value (Managed ARR): minimum $10M ARR under team • Direct experience managing accounts with ACV over $500K in high-touch motion • Direct experience with enterprise sales cycles, especially pilot or POC-based land and expand motions • Develop and operationalize data-driven playbooks and processes for onboarding, adoption/utilization, POC conversion, and expansion—anchored in clear KPIs such as time-to-value, NRR, pilot conversion rate, and account expansion velocity • Excellent executive presence, relationship building, communication, and value-selling capability • Direct experience working cross-functionally with both Pre-sales and Training/User Enablement • Experience building CS function from scratch in a high-growth environment • Operationally rigorous with a bias for solution and experimentation • Interest in fashion/retail clients • Early stage or late stage startup experience

🏖️ Benefits

• Health insurance • 401(k) matching • Flexible work hours • Paid time off

Apply Now

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