Enterprise Sales Representative Jobs in Illinois

Enterprise Sales Representative jobs in Illinois are concentrated in Chicago, Naperville, and Schaumburg, where major technology, healthcare, and financial services companies anchor steady hiring demand. Firms like Salesforce, Oracle, and CDW maintain significant Illinois presences and consistently seek enterprise sales professionals with expertise in SaaS platforms, cloud infrastructure, and managed services. The market draws candidates at every level, from account executives moving into enterprise territory to senior reps managing Fortune 500 relationships. See the openings below and apply to the ones that match your experience.

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Overview

Open roles6
Top employerApple
Top cityChicago, IL
Cities hiring3
Work type60% On-site
Top industryAccounting

Showing 5 of 6+ Enterprise Sales Representative jobs

Abbott
Inside Sales Representative - Enterprise Accounts
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Abbott
Added 1w ago
Inside Sales Representative - Enterprise Accounts
Abbott
Lake Forest, Illinois
Communications
Content & Communications
Public Relations (PR)
$28.25 - $56.55/hr
Bachelor's degree in business
10,000+

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PENCIL
Enterprise Sales Development Representative (SDR)
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PENCIL
Added 1w ago
Enterprise Sales Development Representative (SDR)
PENCIL
Chicago, Illinois
Content & Communications
Creative Direction
Marketing
Remote (US)
11-50

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Groupon
Enterprise Business Development Representative
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Groupon
Added 1mo ago
Enterprise Business Development Representative
Groupon
Chicago, Illinois
Sales
Partnerships & Business Development
Enterprise Sales
Business Development
$60k - $95k/yr
On-Site
None

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Apple
Claris Enterprise Field Sales Representative
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Apple
Added 1mo ago
Claris Enterprise Field Sales Representative
Apple
Chicago, Illinois
Sales
Partnerships & Business Development
Enterprise Sales
Business Development
$139k - $210k/yr
On-Site
Bachelor's
10,000+

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Paylocity
Enterprise Sales Development Representative
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Paylocity
Added 1mo ago
Enterprise Sales Development Representative
Paylocity
Schaumburg, Illinois
Sales
Partnerships & Business Development
Inside Sales
Enterprise Sales
Business Development
Revenue Operations & Enablement
$53k/yr
On-Site
Bachelor's
5,001-10,000

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See All 6 Enterprise Sales Representative Jobs in Illinois

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

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Enterprise Sales Representative Jobs by City in Illinois

Where Illinois roles are concentrated, by current openings.

Chicago
4 jobs
Schaumburg
1 job
Lake Forest
1 job

Enterprise Sales Representative Job Market in Illinois

A snapshot from current Illinois openings, updated as new roles post.

Who's Hiring

Apple
Apple1 open role
Abbott
Abbott1 open role
PENCIL
PENCIL1 open role

Top Industries Hiring

  • Accounting & Auditing
  • Electronics & Hardware
  • Marketing & Advertising

What Illinois Employers Look For

The qualifications that appear most often in enterprise sales representative jobs across Illinois.

  • Bachelor's degree in business, marketing, or a related field required by most Illinois employers
  • Three or more years of B2B or enterprise sales experience selling complex solutions
  • Demonstrated ability to manage full sales cycles and close six-figure annual contracts
  • Proficiency with CRM platforms such as Salesforce, widely used across Illinois technology firms
  • Strong understanding of consultative selling methodologies including MEDDIC or Challenger
  • Willingness to travel within Illinois and the broader Midwest region for client meetings

Enterprise Sales Representative Jobs in Illinois: Frequently Asked Questions

How do you become a enterprise sales representative in Illinois?

Enterprise sales representative roles in Illinois do not require a state-issued license or registration. Most employers expect a bachelor's degree in business, communications, or a technical field, combined with prior B2B sales experience. Candidates who have sold complex software, cloud services, or managed IT solutions to mid-market or enterprise accounts are consistently preferred by Illinois-based hiring teams. Earning a recognized sales certification such as Salesforce Administrator or a solution-selling credential strengthens a candidate's profile considerably.

How much do enterprise sales representatives make in Illinois?

Enterprise sales representatives in Illinois earn a median of about $73,510 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $44,130 for the lowest 10% to over $134,030 for the top 10%. Pay rises with experience, specialty, and employer.

Which companies hire enterprise sales representatives in Illinois?

Employers hiring enterprise sales representatives in Illinois right now include Apple, Abbott, and PENCIL, based on current listings on Migrate Mate as of September 2026. Illinois's deep concentration of technology, healthcare IT, and financial services headquarters means hiring tends to be consistent throughout the year rather than seasonal.

Which Illinois cities have the most enterprise sales representative jobs?

Chicago, Schaumburg, and Lake Forest have the most enterprise sales representative openings in Illinois. Chicago leads because it serves as the regional headquarters for numerous technology vendors, financial institutions, and healthcare companies, while Naperville and Schaumburg attract openings tied to the large corporate campuses and technology parks that have grown along the Interstate 88 corridor west of the city.

Are there remote enterprise sales representative jobs in Illinois?

Yes, and more than most fields. About 40% of enterprise sales representative openings tied to Illinois are remote or hybrid as of September 2026, reflecting the role's natural fit for distributed work. The prospecting, discovery, and demonstration stages of enterprise sales translate well to video and phone, though roles requiring on-site executive presentations or territory travel in the Midwest typically come with hybrid expectations.

How can I get hired as a enterprise sales representative in Illinois with little or no experience?

The most realistic entry path is moving from a sales development representative or inside sales role into an enterprise account executive position. Large Illinois-based technology employers and staffing firms in Chicago regularly hire SDRs with no prior enterprise experience and promote from within after consistent quota attainment. A Salesforce certification or HubSpot credential signals readiness. Candidates from adjacent roles such as account management, customer success, or channel sales at Illinois technology or healthcare IT companies frequently make the lateral transition into enterprise sales without starting over.

Where can I find and apply to enterprise sales representative jobs in Illinois?

You can find and apply to enterprise sales representative jobs in Illinois on Migrate Mate, which lists current Illinois openings updated regularly. Search for roles that match your industry background, territory preference, or solution specialty, then apply directly to the ones that fit your experience level and target employer type.

See All 6 Enterprise Sales Representative Jobs in Illinois

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