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Active1mo ago

Enterprise Account Executive - Chicago

Clickup·📍 Chicago, IL, United States

Employment

FULL TIME

Work mode

On-site

Experience

MID LEVEL

Salary

$238,000–$295,375 / year · Jobiba est.

Market pay estimate

$238,000–$295,375 / year for comparable Enterprise Account Executive roles in United States. Not employer-provided.

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Role overview

Job description

At ClickUp, we're building the future of work: the first truly converged AI workspace unifying tasks, docs, chat, calendar, and enterprise search, all supercharged by context-driven AI. We are an AI-native company. Every team member is expected to leverage AI daily, and we evaluate AI fluency as part of our hiring process. Join us and help redefine what's possible. 🚀 We’re looking for an ambitious, high-energy Enterprise Account Executive based in Chicago who’s passionate about helping organizations transform the way they work. In this role, you’ll be at the forefront of driving growth by connecting with leading enterprises, understanding their unique challenges, and delivering tailored solutions that empower teams to do their best work. If you thrive in a fast-paced, collaborative environment and are excited to champion a platform that’s redefining productivity, we’d love to meet you.

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Role market pulse

How Enterprise Account Executive demand looks in United States

45/100 · steady

Live jobs

41

Posted 30d

19

30d movement

-13.6%

Remote share

9.8%

Salary listed

63.4%

Salary trend 1Y

Not enough history

What they are looking for

Skills & requirements

Qualification

Minimum 3+ years experience with full-cycle ownership for large/complex deals, building consensus across key business decision makers and stakeholders, both internally and externally. Minimum 3+ years Enterprise SaaS sales cycle experience, including a proven track record of driving expansion sales (upsell, cross-sell, and renewals) within existing accounts. Proven success with a $1M+ annual quota Demonstrated ability to execute an expansion sales playbook and grow revenue within a defined customer base. Process-driven with obsessive attention to detail. Experience with completing and managing Requests for Information or Requests for Quotes Desirable: Experience selling productivity or project management solutions, ideally in a fast-paced SaaS environment like ClickUp. Proven success in high-velocity, transactional sales cycles—comfortable driving quick wins while building long-term customer relationships. Familiarity with the land-and-expand sales model, including identifying initial entry points and rapidly expanding adoption across teams and departments. Ability to navigate and influence multiple stakeholders within large organizations, accelerating expansion opportunities post

Department · Sales

C

Hiring company

Clickup

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