Strategic Account Executive

Raspberry AI

$300K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 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
  • Location: NYC

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