5+ years of Account Executive experience in complex B2B SaaS, Developer Tools, or AI/ML
Experience with average deal sizes of $750K+ ACV
Proven track record in driving revenue outcomes and managing quotas
Strong automation mindset for creating personalized customer journeys
Expertise in navigating multi-stakeholder enterprise deals
Ability to negotiate and manage legal, procurement, and compliance processes effectively
Experience with complex pricing models, including usage-based pricing.
Responsibilities
Own the full sales cycle from prospecting to closing and expansions
Develop relationships across multiple departments at target accounts
Craft compelling executive narratives and ROI-driven business cases
Build a self-sourced pipeline using various outbound strategies
Navigate complex negotiations, including contractual and compliance elements
Collaborate with Product and Marketing for account strategy
Expand opportunities within existing accounts through strategic planning.
Benefits
Health, dental, and vision insurance
Equity options in a high-growth startup
Flexible working arrangements and potential for remote work
Professional development opportunities
Access to the latest tools and technologies in AI.
Full Job Description
Strategic Account Executive
About the Role
We're hiring Strategic Account Executives in New York, to lead full-cycle, enterprise-level deals across fashion, travel, home goods, lifestyle brands and other retail brands.
The right AE will combine enterprise rigor, resourceful outbound creativity, and executive polish-driving annual and multi-year contracts through multi-threaded relationships.
This is a scaling role for reps who've already mastered structured selling and want to build repeatability in a high-growth AI startup.
You'll be part of the GTM team driving Raspberry AI's next stage of growth-helping define what elite, value-driven enterprise selling looks like in the AI era. This is a high-ownership role for operators who thrive in ambiguity, move fast, and turn every touchpoint into momentum. Responsibilities
Own the full sales cycle from prospecting through close and expansion, with a focus on annual and multi-year contracts.
Develop multi-threaded relationships across Marketing, Innovation, IT, and Procurement at target accounts.
Craft ROI-driven executive narratives and business cases tailored to each stakeholder and buying committee.
Build self-sourced pipeline through outbound, events, and social proximity - not just sequences.
Navigate complex negotiations end-to-end, including legal, procurement, and compliance processes.
Collaborate with Product, CS, and Marketing on account strategy and expansion planning.
Requirements
5+ years of Account Executive experience supporting complex B2B SaaS, Developer Tools, or AI/ML products in the NYC region
Average deal size of $750K+ ACV
Proven experience driving revenue outcomes, including owning a revenue quota and identifying, qualifying, and closing cross-sell opportunities along with renewals at scale
Strong automation first mindset - you thrive in delivering a digital customer journey across 150+ accounts and finding ways to personalize at scale
Proven success in enterprise / upper-mid market deals with multi-stakeholder complexity.
Demonstrated ability to own negotiations end-to-end, from commercial structure through contract execution. Comfortable navigating legal, procurement, and compliance processes directly.
Experience pricing and packaging complex, usage-based or credit-consumption models, not just seat-based licenses.
Deep experience with outbound prospecting and self-sourced pipeline creation.
Strong negotiation skills, MEDDICC fluency, and forecasting accuracy.
Experience selling AI, creative, or marketing technology is a plus.
Excellent communication and interpersonal skills, with the ability to build and maintain relationships with stakeholders at all levels of an organization.
Hungry, curious, resilient, and relentlessly resourceful.
Compensation
This role will receive a competitive On-Target Earnings $300k+ (base salary + sales commission) + benefits + equity
