Head of Enterprise Sales

About the Company

Raspberry AI is a generative AI design platform built for fashion brands and retailers. We help design, merchandising, and product development teams move faster using industry-leading AI. We have closed $24 million in Series A from a16z, plus $5 million seed rounds from Khosla Ventures and Greycroft Ventures.

Responsibilities

• Lead, coach, and develop a team of Enterprise AEs, Strategic AEs, and BDRs to consistently exceed pipeline and revenue targets
• Partner closely with the VP of Revenue to define and execute the company's enterprise sales strategy
• Drive disciplined sales execution including pipeline management, forecasting, deal reviews, and quota attainment
• Recruit, onboard, and ramp new sales hires as the team scales
• Build and iterate on playbooks, outbound motions, and sales processes for repeatable growth
• Work cross-functionally with Marketing, Product, and Customer Success to align on ICP and messaging
• Use data to identify performance gaps and coach individuals
• Represent the sales organization in leadership and planning discussions

Requirements

• 10+ years of B2B SaaS/AI sales experience
• 3+ years in a sales management role
• Proven track record of leading enterprise or strategic AEs to exceed quota
• Experience managing or collaborating with BDR/SDR teams
• Strong pipeline management and forecasting discipline
• Proficiency with CRM tools (Salesforce preferred)
• Excellent coaching and people development skills
• Ability to operate in ambiguous, early-stage environments
• Outstanding communication and executive presence for C-suite engagement

Preferred Qualifications

• Experience selling into fashion, retail, or adjacent verticals