Generative AI for the fashion industry
Head of Enterprise Sales
Location
New York
Posted
50 days ago
Salary
0
Seniority
Lead
Job Description
Head of Enterprise Sales
Raspberry AI
• 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: pipeline management, forecasting, deal reviews, and quota attainment. • Recruit, onboard, and ramp new sales hires as the team scales to 10–15 AEs. • Build and iterate on playbooks, outbound motions, and sales processes that support repeatable, scalable growth. • Work cross-functionally with Marketing, Product, and Customer Success to align on ICP, messaging, and expansion opportunities. • Use data to identify performance gaps and coach individuals toward improvement. • Represent the sales organization in leadership and planning discussions, including forecasting and pipeline reviews.
Job Requirements
- 10+ years of B2B SaaS/AI sales experience, with at least 3 years in a sales management role.
- Proven track record of leading enterprise and/or strategic AEs to exceed quota in a fast-paced, high-growth environment.
- Experience managing or closely collaborating with BDR/SDR teams.
- Strong pipeline management and forecasting discipline; comfortable working in a CRM (Salesforce preferred).
- Excellent coaching and people development skills — you know how to bring out the best in your team.
- Comfort operating in ambiguous, early-stage environments where you'll need to build as much as manage.
- Outstanding communication and executive presence — able to engage with C-suite buyers and internal stakeholders alike.
- Experience selling into fashion, retail, or adjacent verticals is a plus but not required.
Benefits
- 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.
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