About the job
About the Role
Raspberry AI is seeking talented Strategic Account Executives based in New York who will spearhead full-cycle, enterprise-level sales across various sectors including fashion, travel, home goods, and lifestyle brands.
Ideal candidates will exhibit a blend of enterprise-level discipline, innovative outbound strategies, and polished executive presence—facilitating both annual and multi-year contracts through intricate multi-threaded relationships.
This role is perfect for sales professionals who have honed their structured selling skills and are eager to contribute to the growth of a dynamic AI startup.
Join our Go-To-Market (GTM) team at Raspberry AI as we chart the course for the next phase of our growth—helping to define elite, value-driven enterprise sales in the AI landscape. This is a high-ownership position for proactive individuals who flourish in ambiguity, act swiftly, and leverage every interaction to create momentum.
Responsibilities
Manage the complete sales cycle: from prospecting to qualification, demonstration, negotiation, closing, and expansion.
Cultivate multi-threaded relationships with stakeholders in Marketing, Innovation, IT, and Procurement.
Develop compelling, ROI-focused executive narratives and business cases.
Operate in 3–6 month cycles with a focus on annual contracts, expansion, and customer retention.
Generate a robust pipeline through outbound efforts, phone outreach, events, and social engagement—not limited to standardized sequences.
Collaborate with Product, Customer Success, and Marketing teams to strategize account management.
Requirements
8–10 years of B2B SaaS closing experience, with a focus on contracts valued between $250K and $750K+.
Demonstrated success in managing enterprise and upper-mid market deals involving multiple stakeholders.
Proven ability to navigate negotiations from start to finish, including commercial structuring and contract execution. Comfortable engaging with legal, procurement, and compliance processes directly.
Experience in pricing and packaging complex, usage-based or credit-consumption models, beyond just seat-based licensing.
Significant experience in outbound prospecting and creating self-sourced pipelines.
Strong negotiation capabilities, fluency in MEDDICC methodology, and accuracy in forecasting.
Familiarity with selling AI, creative, or marketing technology is advantageous.
Exceptional communication and interpersonal skills.

