Enterprise Sales Manager Jobs in Chicago, IL

Enterprise Sales Manager jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market corridor, across enterprise software, financial services, healthcare technology, and logistics. Top employers currently hiring include Zeta Global, Fortinet, and Paychex. See the openings below and apply to the ones that match your experience.

Find Enterprise Sales Manager Jobs

Overview

Open roles40
Top employerZeta Global
Work type60% Remote
Top credentialBachelor's degree
Companies hiring27

Showing 5 of 40+ Enterprise Sales Manager jobs

Director, Enterprise Sales (Public Sector)
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Added 4d ago
Director, Enterprise Sales (Public Sector)
Sprout Social
Chicago, Illinois
Business Development
Business Strategy
Customer Success
Partnerships & Business Development
$264k - $436k/yr
Remote (US)
1,001-5,000

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Director, Enterprise Sales
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Added 4d ago
Director, Enterprise Sales
Sprout Social
Chicago, Illinois
Business Development
Business Strategy
Customer Success
Partnerships & Business Development
$264k - $436k/yr
Remote (US)
1,001-5,000

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Enterprise Security Sales Specialist
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Added 6d ago
Enterprise Security Sales Specialist
Datadog
Chicago, Illinois
Account Management
Customer Service
Customer Success
$124k - $165k/yr
Hybrid
5,001-10,000

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Regional Sales Director, Named Enterprise
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Added 1w ago
Regional Sales Director, Named Enterprise
Fortinet
Chicago, Illinois
Account Management
Customer Service
Customer Success
Partnerships & Business Development
$242k - $320k/yr
Master's degree in business administration
10,000+

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Sr Enterprise Sales Executive
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Added 1w ago
Sr Enterprise Sales Executive
Paychex, Inc.
Chicago, Illinois
Account Management
Enterprise Sales
Sales
$85k - $200k/yr
High school diploma or GED
10,000+

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See All 40 Enterprise Sales Manager Jobs in Chicago

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

Find Enterprise Sales Manager Jobs

Enterprise Sales Manager Job Market in Chicago

Who's Hiring

Zeta Global4 open roles
Fortinet2 open roles
Paychex2 open roles

Top Industries Hiring

  • Technology & Software
  • Consulting & Professional Services
  • Energy
  • Distribution & Wholesale
  • Banking & Financial Services

Enterprise Sales Manager Jobs in Chicago: Frequently Asked Questions

How do I get an enterprise sales manager job in Chicago?

Chicago's strongest hiring comes from enterprise SaaS companies in Fulton Market, financial technology firms in the Loop, and large healthcare systems on the North Side. Candidates who stand out typically bring a proven book of business in one of these verticals, familiarity with complex multi-stakeholder sales cycles, and a local network. Targeting mid-market or regional roles at Chicago-headquartered companies is often the fastest path to a senior position.

Which companies hire enterprise sales managers in Chicago?

Companies currently hiring enterprise sales managers in Chicago include Zeta Global, Fortinet, and Paychex, per current listings on Migrate Mate as of November 2026. Chicago's market includes a mix of globally headquartered technology firms, regional financial services companies, and fast-growing logistics and healthcare tech startups, many clustered in Fulton Market and the West Loop.

Are there remote enterprise sales manager jobs in Chicago?

Yes, though enterprise sales manager roles are moderately remote-friendly given the relationship-driven nature of the work. About 80% of enterprise sales manager openings tied to Chicago are remote or hybrid as of November 2026, with hybrid arrangements more common than fully remote. Account management and renewal-focused roles tend to offer the most location flexibility, while new business development roles typically require in-person presence with Chicago-area clients.

How can I get an enterprise sales manager job in Chicago with little or no experience?

The most realistic entry path in Chicago is through a business development representative or account executive role at a Fulton Market or Loop-based SaaS or fintech company. Many Chicago firms promote from within once a rep consistently hits quota. Lateral moves from sales operations or inside sales at a Chicago-headquartered company can also open doors, especially if you build familiarity with the local enterprise client base in healthcare, logistics, or financial services.

Which industries hire the most enterprise sales managers in Chicago?

Chicago enterprise sales manager roles concentrate in Technology & Software, Consulting & Professional Services, and Energy, based on current listings on Migrate Mate as of November 2026. Chicago's status as a hub for financial services, a growing center for enterprise software, and a national leader in logistics and supply chain means demand for experienced enterprise sellers remains consistently high in those verticals.

See All 40 Enterprise Sales Manager Jobs in Chicago

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

Find Enterprise Sales Manager Jobs