Enterprise Sales Executive Jobs in Chicago, IL

Enterprise Sales Executive jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, with strong demand from employers in enterprise software, financial services, logistics technology, and healthcare IT. Top companies hiring right now include Braze, Uber, and Box. See the openings below and apply to the ones that match your experience.

Find Jobs

Overview

Open roles89
Top employerBraze
Work type58% Remote
Top credentialBachelor's degree
Companies hiring58

Showing 5 of 89+ Enterprise Sales Executive jobs

Enterprise Digital Cloud Account Executive - Retail, Consumer Goods and Manufacturing
We won't show you this job again
Added 3d ago
Enterprise Digital Cloud Account Executive - Retail, Consumer Goods and Manufacturing
Salesforce
Chicago, Illinois
Brand Marketing
Marketing
Product Marketing
$123k - $273k/yr
10,000+

Have you applied for this role?

Sr Account Executive, Eats Enterprise Strategic
We won't show you this job again
Added 3d ago
Sr Account Executive, Eats Enterprise Strategic
Uber
Chicago, Illinois
Brand Marketing
Marketing
Product Marketing
$223k - $277k/yr
Bachelor's degree in finance
10,000+

Have you applied for this role?

Enterprise Account Executive (Remote)
We won't show you this job again
Added 3d ago
Enterprise Account Executive (Remote)
OfficeSpace Software
Chicago, Illinois
Account Management
Customer Service
Public Relations (PR)
Sales
Remote (US)
Bachelor's degree in business

Have you applied for this role?

Account Executive | Large Enterprise | Chicago, Remote
We won't show you this job again
Added 5d ago
Account Executive | Large Enterprise | Chicago, Remote
Gartner
Chicago, Illinois
Account Management
Enterprise Sales
Sales
$101k - $140k/yr
Hybrid
Bachelor's degree
10,000+

Have you applied for this role?

Enterprise Account Executive
We won't show you this job again
Added 6d ago
Enterprise Account Executive
Box
Chicago, Illinois
Account Management
Enterprise Sales
Sales
$238k - $298k/yr
Hybrid
1,001-5,000

Have you applied for this role?

See All 89 Enterprise Sales Executive Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Jobs

Enterprise Sales Executive Job Market in Chicago

Who's Hiring

Braze9 open roles
Uber8 open roles
Box2 open roles

Top Industries Hiring

  • Technology & Software10
  • Marketing & Advertising3
  • Banking & Financial Services2
  • Retail1
  • Human Resources1

Enterprise Sales Executive Jobs in Chicago: Frequently Asked Questions

How do I get a enterprise sales executive job in Chicago?

Focus your search on the Loop and River North, where the highest concentration of enterprise technology, fintech, and professional services employers operate. Chicago's market rewards candidates who can demonstrate experience closing complex, multi-stakeholder deals, particularly in SaaS, logistics tech, or financial services. Building relationships through local sales communities and targeting mid-market to enterprise-stage companies headquartered or regionally based in Chicago gives you a real edge.

Which companies hire enterprise sales executives in Chicago?

Chicago enterprise sales executive roles are posted by Braze, Uber, and Box and others right now, based on current listings on Migrate Mate as of November 2026. Chicago draws a mix of globally headquartered technology firms, regional financial services companies, and fast-growing logistics and healthtech players, all of which maintain active enterprise sales teams here.

Are there remote enterprise sales executive jobs in Chicago?

Yes, though enterprise sales executive roles are moderately remote-friendly since relationship-building and client meetings often require in-person presence. About 90% of enterprise sales executive openings tied to Chicago are remote or hybrid as of November 2026, with hybrid arrangements most common among software and cloud-services companies based in the Loop and River North.

How can I get a enterprise sales executive job in Chicago with little or no experience?

The most realistic entry path in Chicago is moving up from a sales development representative or account executive role at one of the city's many mid-stage SaaS or fintech companies, where internal promotion into enterprise sales is common. Chicago employers in logistics technology and professional services also hire associate enterprise sales roles that reward strong discovery and consultative skills over tenure, making them accessible with two to three years of B2B experience.

Which industries hire the most enterprise sales executives in Chicago?

Most enterprise sales executive openings in Chicago sit in Technology & Software, Marketing & Advertising, and Banking & Financial Services, per current listings on Migrate Mate as of November 2026. Chicago's role as a national hub for financial technology, supply chain software, and healthcare administration creates concentrated, sustained demand for enterprise sellers who can navigate long sales cycles and complex buying committees.

See All 89 Enterprise Sales Executive Jobs in Chicago

Find roles in Chicago that match your experience and apply in just a few clicks.

Find Jobs