Drimva

Glean

Enterprise Account Executive, Chicago

$280K–$300K

Remote - US · Remote · Full-time · Posted Aug 17, 2026

Experience
6+ years of sales closing experience.

About the job

Drives new enterprise business and account expansion by selling Glean’s AI platform, closing complex deals, and delivering customer outcomes and ARR targets.

What you'll do

  • Source and close new logos, build pipeline, and execute territory sales strategies to meet ARR targets.
  • Navigate complex organizations, engage executive sponsors, and run value-based sales cycles and POCs.
  • Create ROI and business justification reports, collaborate with internal teams, and provide feedback to corporate functions.

What they ask for

  • 6+ years of sales closing experience with a track record of top performance.
  • Experience selling technical SaaS and cloud-based software solutions.
  • Ability to pitch and demonstrate technical products, navigate complex deals, and sell to C-level executives.
  • Technical understanding of integrations, APIs, infrastructure management, security, and analytics.

Nice to have

  • Basic understanding of search infrastructure.
  • Experience with target account and solution selling, and MEDDIC and Challenger (or similar) methodologies.

Pay

USD $280,000 - $300,000 annually (OTE)

Tools

APIs, MEDDIC, Challenger

AI focus

Sells Glean’s AI platform and foundational knowledge graph to enterprise customers; interview includes an AI-focused exercise or discussion about using AI to drive impact.

Model-written summary · the original posting is authoritative

First seen Oct 10, 2026 · Last verified Nov 5, 2026 (UTC)