Customer Success Representative Jobs in Chicago, IL

Customer Success Representative jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, driven by strong demand from SaaS companies, fintech firms, and healthcare technology employers. Labelmaster, Salesforce, and HARVEY are among those actively posting right now. See the openings below and apply to the ones that match your experience.

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Overview

Open roles98
Top employerLabelmaster
Work type46% Hybrid
Top credentialBachelor's degree
Companies hiring58

Showing 5 of 98+ Customer Success Representative jobs

Ripple
Senior Customer Success Manager
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Ripple
Added 2d ago
Senior Customer Success Manager
Ripple
Chicago, Illinois
Customer Success
$168k - $210k/yr
On-Site
Bachelor's
501-1,000

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ServiceNow
Senior Customer Success Manager - Moveworks
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ServiceNow
Added 3d ago
Senior Customer Success Manager - Moveworks
ServiceNow
Chicago, Illinois
Business Operations
Business Strategy
Project Management
$102k - $159k/yr
Hybrid
Bachelor's degree
10,000+

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World Book
Customer Success Temp
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World Book
Added 6d ago
Customer Success Temp
World Book
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$18 - $22/hr
51-200

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ComPsych
Customer Success Leader - Behavioral Health
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ComPsych
Added 1w ago
Customer Success Leader - Behavioral Health
ComPsych
Chicago, Illinois
IT Support
Project Management
Technical Program Management
$108k - $128k/yr
Bachelor's degree
1,001-5,000

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Nexthink
Senior Customer Success Manager
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Nexthink
Added 1w ago
Senior Customer Success Manager
Nexthink
Chicago, Illinois
IT Support
Project Management
Technical Program Management
$135k - $225k/yr
Hybrid
501-1,000

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See All 98 Customer Success Representative Jobs in Chicago

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

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Customer Success Representative Job Market in Chicago

Who's Hiring

Labelmaster
Labelmaster8 open roles
Salesforce
Salesforce5 open roles
HARVEY
HARVEY3 open roles

Top Industries Hiring

  • Technology & Software14
  • Banking & Financial Services4
  • Media & Entertainment1
  • Marketing & Advertising1
  • Consulting & Professional Services1

Customer Success Representative Jobs in Chicago: Frequently Asked Questions

How do I get a customer success representative job in Chicago?

Focus your search on Chicago's SaaS, fintech, and healthtech sectors, which consistently post the highest volume of customer success roles in the city. The Loop and Fulton Market corridor are the densest hiring zones. Candidates who can demonstrate CRM proficiency, low churn metrics from prior roles, and familiarity with B2B client relationships tend to stand out in Chicago's competitive, enterprise-heavy market.

Which companies hire customer success representatives in Chicago?

Chicago customer success representative roles are posted by Labelmaster, Salesforce, and HARVEY and others right now, based on current listings on Migrate Mate as of August 2026. Chicago's mix of homegrown tech companies, national financial services firms, and growing healthcare technology organizations means openings come from a wide range of employer sizes and industries.

Are there remote customer success representative jobs in Chicago?

Yes, customer success representative work is well-suited to remote and hybrid arrangements since most client interaction happens over phone, email, and video. About 75% of customer success representative openings tied to Chicago are remote or hybrid as of August 2026, reflecting broad adoption across the city's tech and SaaS employers. Fully on-site roles are more common at Chicago-area companies that prioritize in-person client relationship management.

How can I get a customer success representative job in Chicago with little or no experience?

The most realistic entry path in Chicago is through a customer support or account coordinator role at one of the city's many mid-size SaaS or fintech companies, which regularly hire and promote from within. Chicago employers in Fulton Market and the West Loop often value demonstrated communication skills and CRM familiarity over years of experience. Completing a Salesforce or HubSpot certification and targeting companies with structured onboarding programs gives entry-level candidates a concrete advantage.

Which industries hire the most customer success representatives in Chicago?

The sectors hiring the most customer success representatives in Chicago are Technology & Software, Banking & Financial Services, and Media & Entertainment, based on current listings on Migrate Mate as of August 2026. Chicago's role as a major hub for enterprise software, commodities technology, and healthcare innovation creates sustained, year-round demand for customer success professionals across these industries.

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