Customer Success Specialist Jobs in Chicago, IL

Customer Success Specialist jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market tech corridor, with strong demand from SaaS, fintech, and healthcare technology employers. Companies hiring right now include Braze, Wolters Kluwer, and Stripe. See the openings below and apply to the ones that match your experience.

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Overview

Open roles79
Top employerBraze
Work type71% Hybrid
Top credentialBachelor's degree
Companies hiring45

Showing 4 of 79+ Customer Success Specialist jobs

Customer Success Representative
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Added 2d ago
Customer Success Representative
MVP One
Chicago, Illinois
Customer Service
Customer Service & Support
Customer Support
$52k - $80k/yr
Hybrid
Bachelor's degree
51-200

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Technical Customer Success Manager
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Added 3d ago
Technical Customer Success Manager
SyndiGO
Chicago, Illinois
Account Management
Business Development
Business Strategy
$72k - $80k/yr
Hybrid
51-200

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Customer Success Manager
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Added 3d ago
Customer Success Manager
SyndiGO
Chicago, Illinois
Account Management
Business Development
Business Strategy
$72k - $80k/yr
Hybrid
51-200

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Customer Success Team Lead
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Added 4d ago
Customer Success Team Lead
World Book
Chicago, Illinois
Business Development
Customer Success
Sales
Remote (US)
Bachelor's degree
51-200

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See All 79 Customer Success Specialist Jobs in Chicago

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

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Customer Success Specialist Job Market in Chicago

Who's Hiring

Braze5 open roles
Wolters Kluwer5 open roles
Stripe3 open roles

Top Industries Hiring

  • Technology & Software
  • Banking & Financial Services
  • Consulting & Professional Services

Customer Success Specialist Jobs in Chicago: Frequently Asked Questions

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

Focus your search on Chicago's SaaS and cloud software companies clustered in Fulton Market and the Loop, along with fintech firms in the West Loop and health tech employers on the Near North Side. Candidates who demonstrate experience with CRM platforms, churn analysis, and cross-functional account management stand out. Networking through Chicago-area tech meetups and industry events also gives local applicants a clear edge over remote-only applicants.

Which companies hire customer success specialists in Chicago?

Chicago customer success specialist roles are posted by Braze, Wolters Kluwer, and Stripe and others right now, based on current listings on Migrate Mate as of November 2026. Chicago's hiring base is especially deep among mid-market SaaS platforms, financial technology firms, and enterprise healthcare software companies with regional headquarters or large offices in the city.

Are there remote customer success specialist jobs in Chicago?

Yes, customer success specialist work is generally well-suited to remote arrangements because the role centers on digital communication, CRM workflows, and account reviews rather than on-site tasks. About 90% of customer success specialist openings tied to Chicago are remote or hybrid as of November 2026, reflecting how broadly Chicago's tech and SaaS employers have embraced flexible work. Onboarding and quarterly business reviews are the functions most likely to require occasional in-office attendance.

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

The most realistic entry path in Chicago is targeting customer support or account coordinator roles at mid-size SaaS or fintech companies, particularly those in Fulton Market and the West Loop that promote from within. Chicago employers at this stage value demonstrated comfort with tools like Salesforce or HubSpot, even from coursework or personal projects. Lateral moves from inside sales, technical support, or client-facing operations roles at local companies are also common entry points into dedicated customer success teams.

Which industries hire the most customer success specialists in Chicago?

The sectors hiring the most customer success specialists in Chicago are Technology & Software, Banking & Financial Services, and Consulting & Professional Services, based on current listings on Migrate Mate as of November 2026. Chicago's role as a national hub for enterprise software, financial services technology, and healthcare IT means these industries maintain deep, consistent demand for customer success talent year-round.

See All 79 Customer Success Specialist Jobs in Chicago

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