Enterprise AI Solutions Sales Executive

United States Digital Space LLC

Chicago (IL)

On-site

USD 113,000 - 179,000

Full time

14 days+

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Benefits offered by this job

Stock program
401k matching
Comprehensive benefits

Job summary

Search AI Company seeks a high-energy Enterprise Account Executive to drive net-new revenue and expansion within strategic Enterprise accounts. You will own a defined territory, build your own pipeline, and close complex, multi-stakeholder deals in a consumption-based model.

This role sits at the intersection of sales execution, technical fluency, and cross-functional collaboration, essential to growth in the Enterprise segment.

Qualifications

  • 5+ years closing complex Enterprise deals in a SaaS/consumption-based environment.
  • Demonstrated ability to apply MEDDPICC or equivalent frameworks to drive disciplined pipeline.
  • Track record of executive-level presentations and demos linking product capabilities to business value.
  • History of negotiating multi-year, high-ACV contracts while protecting margins.
  • Fluency in technical topics including observability, security, cloud costs, and data architectures.
  • Collaborative mindset, coachable, and effective with cross-functional teams.

Responsibilities

  • Own your territory and build a proactive pipeline through outbound activities.
  • Perform deep discovery to quantify business impact, budget, and decision criteria.
  • Craft tailored value storytelling and live demos mapping product to outcomes.
  • Collaborate on formal close plans and maintain high forecast accuracy in CRM.
  • Lead contract/price discussions and land multi-year consumption commitments.
  • Position the company as the preferred Search AI platform through cloud and usage economics.
  • Partner with Solutions Architects, Customer Success, Marketing, and RevOps to accelerate deals.

Skills

Enterprise sales
MEDDPICC
Executive storytelling
Negotiation
Cloud & observability
Cross-functional collaboration
Open Source mindset

Job description

Search AI Company seeks a high-energy Enterprise Account Executive to drive net-new revenue and expansion within strategic Enterprise accounts. You will own a defined territory, build your own pipeline, and close complex, multi-stakeholder deals in a consumption-based model.

This role sits at the intersection of sales execution, technical fluency, and cross-functional collaboration, essential to growth in the Enterprise segment.

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