Enterprise Account Executive - ChicagoActive$225K–$275K

The opportunity

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.

What you'll do

  • Drive net new business by proactively identifying, engaging, and converting: high-value Enterprise and Strategic prospects into customers.

  • Develop and execute strategies to penetrate new accounts, build strong: relationships with key decision makers, and create tailored solutions that address complex business needs.

  • Consistently exceed pipeline and sales targets by generating new: opportunities through outbound prospecting, networking, and leveraging marketing-qualified leads.

  • Lead expansion efforts within existing Enterprise accounts by uncovering: additional use cases, identifying upsell and cross-sell opportunities, and driving adoption across multiple business units.

  • Deliver compelling presentations and product demonstrations to both new: prospects and current customers, effectively communicating value and ROI.

  • Collaborate closely with Growth, Marketing, and Customer Success teams to: optimize lead generation, accelerate sales cycles, and maximize expansion revenue.

What they're looking for

  • Analyze customer segments and market trends to identify new business: opportunities and continuously improve the quality of the sales pipeline, with a strong focus on both acquisition and expansion.
  • 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