Enterprise Account Executive Jobs in Chicago, IL

Enterprise Account Executive jobs in Chicago are in strong demand, concentrated in the Loop, River North, and Fulton Market across SaaS, fintech, logistics technology, and healthcare IT. Companies actively hiring include Uber, Rippling, and SentiLink. Scan the live roles below and apply to whichever ones fit.

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Overview

Open roles266+
Top employerUber
Work type43% On-site
Top credentialBachelor's
Companies hiring100+

Showing 5 of 266+ Enterprise Account Executive jobs

Anaplan
Enterprise Account Executive
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Anaplan
Added 1d ago
Enterprise Account Executive
Anaplan
Chicago, Illinois
On-Site
None
1,001-5,000

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Braze
Emerging Enterprise Account Executive
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Braze
Added 2d ago
Emerging Enterprise Account Executive
Braze
Chicago, Illinois
Sales
Account Management
Partnerships & Business Development
Enterprise Sales
Business Development
$102k - $260k/yr
Hybrid
None
1,001-5,000

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Workday
Large Enterprise Customer Base Account Executive
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Workday
Added 3d ago
Large Enterprise Customer Base Account Executive
Workday
Chicago, Illinois
Sales
Account Management
Enterprise Sales
$134k - $201k/yr
Hybrid
None
10,000+

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Amazon.com
Sr. Account Executive, Enterprise, Enterprise - Amazon Freight
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Amazon.com
Added 4d ago
Sr. Account Executive, Enterprise, Enterprise - Amazon Freight
Amazon.com
Chicago, Illinois
Sales
Account Management
Partnerships & Business Development
Business Development
Enterprise Sales
$148k - $200k/yr
10,000+

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Global Payments
Senior Account Executive - Enterprise (ANET)
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Global Payments
Added 4d ago
Senior Account Executive - Enterprise (ANET)
Global Payments
Chicago, Illinois
Sales
Account Management
Enterprise Sales
$90k - $100k/yr
Remote (US)
10,000+

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See All 266+ Enterprise Account Executive Jobs in Chicago

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

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Enterprise Account Executive Job Market in Chicago

Who's Hiring

  • Uber
    Uber11
  • Rippling
    Rippling9
  • SentiLink
    SentiLink9
  • Braze
    Braze8
  • Gartner
    Gartner5

Top Industries Hiring

  • Technology & Software117
  • Consulting & Professional Services17
  • Marketing & Advertising13
  • Insurance11
  • Media & Entertainment10

Enterprise Account Executive Jobs in Chicago: Frequently Asked Questions

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

Target Chicago's dense SaaS and fintech corridors in the Loop and River North, where most enterprise sales teams are headquartered. Employers in logistics technology and healthcare IT also hire heavily here. Candidates who demonstrate experience closing complex, multi-stakeholder deals and who bring an existing book of relationships in Chicago's mid-market or enterprise segment have a clear edge over generalist applicants.

Which companies hire enterprise account executives in Chicago?

Chicago enterprise account executive roles are posted by Uber, Rippling, and SentiLink and others right now, based on current listings on Migrate Mate as of June 2026. Chicago's mix of established tech firms, financial services companies, and high-growth SaaS startups based in Fulton Market and the West Loop means a wide range of employer sizes and deal cycles are represented.

Are there remote enterprise account executive jobs in Chicago?

Yes, though enterprise account executive roles are client-facing by nature, so fully remote positions are less common than in purely analytical roles. About 57% of enterprise account executive openings tied to Chicago are remote or hybrid as of June 2026, with most hybrid arrangements requiring in-office presence for team meetings and local client visits. Prospecting and pipeline management are the tasks most commonly handled remotely.

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

The most realistic entry path in Chicago is starting as a sales development representative or account executive at one of the city's many SaaS scale-ups in Fulton Market or the West Loop, where structured sales training programs are common. Proving consistent quota attainment in a mid-market account executive role for one to two years is the standard stepping stone. Chicago's active Salesforce and tech sales communities also offer networking events that connect junior sellers directly with enterprise hiring managers.

Which industries hire the most enterprise account executives in Chicago?

Chicago enterprise account executive roles concentrate in Technology & Software, Consulting & Professional Services, and Marketing & Advertising, based on current listings on Migrate Mate as of June 2026. Chicago's position as a national hub for financial technology, supply chain software, and healthcare systems means enterprise sales cycles here tend to be high-value and relationship-driven, sustaining consistent demand for experienced enterprise sellers.

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