# Strategic Account Executive

**Company:** [Raspberry AI](https://hotfix.jobs/companies/raspberry-ai)
**Location:** Remote
**Role:** Account Executive
**Salary:** $250k – $350k/yr
**Experience:** 5+ years
**Skills:** SaaS, AI/ML, MEDDICC, Outbound Prospecting, Sales Automation, ROI Analysis, Enterprise Negotiations, Usage-Based Pricing, Pipeline Generation, Forecasting
**Posted:** 2025-10-16

> 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.

## Job Description

## 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.

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