Raspberry AI

AI

HeadofEnterpriseSales

$250–400k ~AI est. New York, New York, United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Executive candidates.

The Brief

“Head of Enterprise Sales at Raspberry AI. Skills: Enterprise sales, Sales management, Revenue generation. Lead team to exceed targets. Coach team to exceed targets”

What You'll Achieve.

Exceed pipeline targets; Exceed revenue targets

Industry & Context.

AI

What They're Looking For.

Must Have

10+ years B2B SaaS/AI sales experience, 3+ years sales management role, Manage or collaborate with BDR/SDR teams, Pipeline management, Forecasting, Work in a CRM, Excellent coaching skills, People development skills, Build as much as manage, Outstanding communication, Executive presence

Nice to Have

Experience selling into fashion, Experience selling into retail, Experience selling into adjacent verticals

What You'll Do.

Lead team to exceed targets

Coach team to exceed targets

Develop team to exceed targets

Define enterprise sales strategy

Execute enterprise sales strategy

Drive disciplined sales execution

Manage quota attainment

Recruit new sales hires

Onboard new sales hires

Build sales playbooks

Iterate sales playbooks

Build outbound motions

Iterate outbound motions

Build sales processes

Iterate sales processes

Work cross-functionally with Marketing

Work cross-functionally with Product

Work cross-functionally with Customer Success

Align on expansion opportunities

Use data to identify gaps

Coach individuals toward improvement

Represent sales organization in leadership discussions

Represent sales organization in planning discussions

How You'll Work.

Team & Collaboration

Cross-functional GTM execution; Align with Marketing; Align with Product; Align with Customer Success; Leadership discussions; Planning discussions

Communication Scope

Executive presentations

Full Job Description

HEAD OF ENTERPRISE SALES Raspberry AI · New York, NY · Full-Time 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 http://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 wh

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