Enterprise Account Executive

Chicago, IL · Full-time · Hybrid · $90,000 - $110,000 base + commission (OTE ~$180k)

Own a Midwest enterprise territory — net-new acquisition and expansion of strategic accounts for a growing organization.

A growing organization is hiring an Enterprise Account Executive to own its Midwest enterprise territory from Chicago. Reports to the Director of Sales and is responsible for net-new acquisition, expansion, and strategic relationships with large accounts.

What you'll be doing

- Own a quota for net-new enterprise acquisition and expansion - Build and manage a healthy pipeline with disciplined CRM use - Run complex, multi-stakeholder sales cycles from prospecting to close - Develop strategic account plans and executive relationships - Partner with marketing, solutions, and leadership on deals - Forecast accurately and report on pipeline and performance

What we're looking for

- 5+ years of B2B sales, including enterprise/strategic accounts - Proven track record of exceeding quota on complex deals - Strong consultative, value-based selling skills - Disciplined pipeline management and CRM (e.g., Salesforce) use - Executive presence and strong negotiation skills - Willingness to travel within the region

Compensation & benefits

- $90,000 - $110,000 base + commission (OTE ~$180k) - Accelerators above quota - Medical, dental, and vision - 401(k) with matching - Hybrid schedule

What you'll be doing

  • Own a quota for net-new enterprise acquisition and expansion
  • Build and manage a healthy pipeline with disciplined CRM use
  • Run complex, multi-stakeholder sales cycles from prospecting to close
  • Develop strategic account plans and executive relationships
  • Partner with marketing, solutions, and leadership on deals
  • Forecast accurately and report on pipeline and performance

What we're looking for

  • 5+ years of B2B sales, including enterprise/strategic accounts
  • Proven track record of exceeding quota on complex deals
  • Strong consultative, value-based selling skills
  • Disciplined pipeline management and CRM (e.g., Salesforce) use
  • Executive presence and strong negotiation skills