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, Filevine, and Uber. See the openings below and apply to the ones that match your experience.

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Overview

Open roles68
Top employerBraze
Work type52% Remote
Companies hiring50

Showing 5 of 68+ Enterprise Sales Executive jobs

Viatechnik
Enterprise Account Executive
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Viatechnik
Added 3d ago
Enterprise Account Executive
Viatechnik
Chicago, Illinois
Sales
Account Management
Partnerships & Business Development
Enterprise Sales
Business Development
$120k - $144k/yr
Remote (US)
None
201-500

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Everlaw
Enterprise Account Executive (State, Local, and Education)
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Everlaw
Added 3d ago
Enterprise Account Executive (State, Local, and Education)
Everlaw
Chicago, Illinois
Account Management
Inside Sales
Sales
Remote (US)
201-500

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Braze
Senior Account Executive, Strategic Enterprise MEGS
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Braze
Added 5d ago
Senior Account Executive, Strategic Enterprise MEGS
Braze
Chicago, Illinois
Business Development
Growth Marketing
Marketing
$117k - $184k/yr
1,001-5,000

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Perk
Enterprise GTM Account Executive - US
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Perk
Added 6d ago
Enterprise GTM Account Executive - US
Perk
Chicago, Illinois
Customer Service
Customer Success
Customer Support
Hybrid
1,001-5,000

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Braze
Account Executive, Enterprise Sales - Financial Services
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Braze
Added 1w ago
Account Executive, Enterprise Sales - Financial Services
Braze
Chicago, Illinois
Executive Leadership & C-Suite
Program Management
Project Management
$116k - $174k/yr
1,001-5,000

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See All 68 Enterprise Sales Executive Jobs in Chicago

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

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Enterprise Sales Executive Job Market in Chicago

Who's Hiring

Braze
Braze8 open roles
Filevine
Filevine3 open roles
Uber
Uber2 open roles

Top Industries Hiring

  • Technology & Software16
  • Marketing & Advertising3
  • Banking & Financial Services2
  • Consulting & Professional Services2
  • Retail1

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, Filevine, and Uber and others right now, based on current listings on Migrate Mate as of September 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 81% of enterprise sales executive openings tied to Chicago are remote or hybrid as of September 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 September 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.

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