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Strategic Account Executive

250k – 350kNew York, NYRemote5+ YOE
Summary

Leads full-cycle enterprise sales of AI design platform to fashion/retail brands, owning prospecting, multi-threaded relationships, ROI narratives, complex negotiations, and expansions with $750K+ ACV deals. Requires 5+ years B2B SaaS/AI experience in NYC.

About the role

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 - 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

  • Competitive On-Target Earnings $300k+ (base salary + sales commission) + benefits + equity.
Skills
SaaSAI/MLMEDDICCOutbound ProspectingSales AutomationROI AnalysisEnterprise NegotiationsUsage-based PricingPipeline GenerationForecasting
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