Enterprise Account Executive (AI)

Location: Remote, must be based in Oregon, United States

On-target earnings: $240,000–$315,000 annually

Company

Glean develops a Work AI platform with enterprise search, an AI Assistant, AI agents, SaaS connectors, flexible LLM support, and APIs for secure enterprise knowledge management and automation.

What you will do

• Source and close new enterprise logos within an assigned territory.
• Own the full sales cycle from pipeline generation through close and expansion.
• Navigate complex organizations, identify executive sponsors, and engage C-level stakeholders.
• Build ROI analyses, business cases, and data-driven sales strategies.
• Collaborate with Sales Engineers, BDRs, Product Managers, executives, and engineers to advance opportunities and support customer success.
• Run focused proofs of concept based on defined business success criteria and deliver ARR targets.

Requirements

• Must be based in Oregon, United States; the role is remote.
• 6+ years of closing experience in sales with a record of top performance.
• Experience closing complex deals and selling technical SaaS or cloud-based software solutions.
• Ability to learn, pitch, and demonstrate highly technical products, including integrations, APIs, infrastructure, security, and analytics.
• Experience selling to C-level executives and building new territories through repeatable opportunity-generation methods.
• Experience with target account selling, solution selling, MEDDIC, Challenger, or similar methodologies.

Nice to have

• Basic understanding of search infrastructure.
• Experience using MEDDIC and Challenger methodologies.

Culture & Benefits

• Medical, vision, and dental coverage.
• Generous time-off policy and access to a 401(k) plan.
• Home office improvement stipend.
• Annual education and wellness stipends.
• Regular company events and an inclusive, diverse workplace.

Hiring process

• The interview process includes a brief AI-focused exercise or discussion.