Account Executive - Enterprise

AI Squared is a technology company focused on delivering data, AI, and analytics platforms that enable enterprises to operationalize machine learning and drive large-scale transformation. This role is responsible for acquiring new enterprise customers and expanding strategic accounts by leading complex, multi-stakeholder sales cycles. The position focuses on driving high-value revenue growth through consultative selling, executive engagement, and disciplined pipeline management.

We are seeking a Strategic Account Executive to drive enterprise new business and expansion within large, complex organizations. This role focuses on helping enterprises adopt and scale a data, AI, and analytics platform to enable transformation at scale. The successful candidate will lead full-cycle enterprise sales efforts, engaging senior stakeholders and delivering tailored, high-impact solutions that align with both technical and business priorities.

Responsibilities:
- Identify, qualify, and pursue large-scale enterprise opportunities to secure new logos and expansion deals.
- Execute consultative, value-based solution selling aligned to customer objectives.
- Build and maintain executive-level relationships including CIOs, CTOs, CDOs, and business leaders.
- Develop and manage a high-value sales pipeline with accurate forecasting and clear close strategies.
- Lead complex, multi-stakeholder sales cycles from discovery through negotiation and contract execution.
- Partner cross-functionally with marketing, product, and customer success to support deal strategy and long-term growth.

Requirements:
- 10+ years of enterprise sales experience closing complex 6–7+ figure SaaS or AI deals.
- Bachelor’s degree in business, marketing, or related field; MBA preferred.
- Strong expertise in structured sales methodologies such as MEDDICC, Challenger, or SPIN.
- Demonstrated ability to navigate executive buying groups and long procurement cycles.
- Advanced CRM and pipeline management proficiency.
- Exceptional communication, negotiation, and executive presentation skills.

This position requires a disciplined, strategic sales professional capable of consistently exceeding enterprise revenue targets.