Customer Success Jobs in Chicago, IL
Customer Success jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market tech corridor, with strong hiring across SaaS, financial services, and healthcare technology. Companies across those sectors are actively sourcing customer success talent, and employers hiring right now include Braze, Wolters Kluwer, and Stripe. Find a role that fits below and apply directly.
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Senior Customer Success Manager
Location: United States – Remote
Job Type: Full-Time
Experience Level: Senior-Level
Job Overview
We are seeking an experienced Senior Customer Success Manager to oversee strategic customer relationships, drive customer retention, and support long-term business growth. The ideal candidate has extensive SaaS experience, strong account management skills, and a proven record of professional stability.
Key Responsibilities
- Manage strategic customer accounts and maintain long-term client relationships.
- Lead customer onboarding, retention, and account growth initiatives.
- Coordinate with sales, product, and technical teams to resolve customer needs.
- Manage customer data and workflows using Salesforce and CRM platforms.
- Analyze account performance, identify risks, and recommend solutions.
- Improve customer satisfaction, retention, and business outcomes.
Qualifications
- 8–10+ years of relevant professional experience in customer success, account management, or SaaS operations.
- At least 5 consecutive years of employment with the same company, demonstrating professional stability and career progression.
- Strong experience in enterprise account management and customer relationship development.
- Advanced proficiency in Salesforce, CRM systems, and Microsoft Office.
- Excellent communication, analytical, project management, and problem-solving skills.
- Ability to manage multiple accounts independently in a remote work environment.
Preferred Qualifications
- Experience managing enterprise SaaS accounts.
- Background in customer retention and revenue growth.
- Experience coordinating cross-functional projects.
- Demonstrated record of long-term professional achievement.
What We Value
Professional integrity, long-term commitment, strategic thinking, customer-focused leadership, and measurable business results.
Pay: $88,200.00 - $99,000.00 per year
Benefits:
- 401(k)
- 401(k) matching
- Employee assistance program
- Employee discount
- Flexible spending account
- Happy hour
- Health insurance
- Health savings account
- Life insurance
- On-site gym
- Paid time off
- Paid training
- Parental leave
- Relocation assistance
- Retirement plan
- Tuition reimbursement
- Vision insurance
- Volunteer time off
- Work from home
Work Location: Remote
Senior Customer Success Manager
Location: United States – Remote
Job Type: Full-Time
Experience Level: Senior-Level
Job Overview
We are seeking an experienced Senior Customer Success Manager to oversee strategic customer relationships, drive customer retention, and support long-term business growth. The ideal candidate has extensive SaaS experience, strong account management skills, and a proven record of professional stability.
Key Responsibilities
- Manage strategic customer accounts and maintain long-term client relationships.
- Lead customer onboarding, retention, and account growth initiatives.
- Coordinate with sales, product, and technical teams to resolve customer needs.
- Manage customer data and workflows using Salesforce and CRM platforms.
- Analyze account performance, identify risks, and recommend solutions.
- Improve customer satisfaction, retention, and business outcomes.
Qualifications
- 8–10+ years of relevant professional experience in customer success, account management, or SaaS operations.
- At least 5 consecutive years of employment with the same company, demonstrating professional stability and career progression.
- Strong experience in enterprise account management and customer relationship development.
- Advanced proficiency in Salesforce, CRM systems, and Microsoft Office.
- Excellent communication, analytical, project management, and problem-solving skills.
- Ability to manage multiple accounts independently in a remote work environment.
Preferred Qualifications
- Experience managing enterprise SaaS accounts.
- Background in customer retention and revenue growth.
- Experience coordinating cross-functional projects.
- Demonstrated record of long-term professional achievement.
What We Value
Professional integrity, long-term commitment, strategic thinking, customer-focused leadership, and measurable business results.
Pay: $88,200.00 - $99,000.00 per year
Benefits:
- 401(k)
- 401(k) matching
- Employee assistance program
- Employee discount
- Flexible spending account
- Happy hour
- Health insurance
- Health savings account
- Life insurance
- On-site gym
- Paid time off
- Paid training
- Parental leave
- Relocation assistance
- Retirement plan
- Tuition reimbursement
- Vision insurance
- Volunteer time off
- Work from home
Work Location: Remote
See All 76 Customer Success Jobs in Chicago
Find roles in Chicago that match your experience and apply in just a few clicks.
Find Customer Success JobsCustomer Success Job Market in Chicago
Who's Hiring
Top Industries Hiring
- Technology & Software
- Banking & Financial Services
Customer Success Jobs in Chicago: Frequently Asked Questions
How do I get a customer success job in Chicago?
Targeting Chicago's SaaS and fintech hubs gives you the strongest starting point, since the Loop and Fulton Market corridor concentrate most of the local demand. Employers there prioritize candidates who can demonstrate measurable retention or expansion outcomes, so quantifying your impact in previous roles matters. Familiarity with CRM platforms and experience managing mid-market or enterprise accounts will set you apart in Chicago's competitive B2B software market.
Which companies hire customer successs in Chicago?
Employers hiring customer successs in Chicago right now include Braze, Wolters Kluwer, and Stripe, based on current listings on Migrate Mate as of November 2026. Chicago's mix of enterprise software firms, insurance technology companies, and healthcare IT platforms means demand comes from a diverse range of employer types rather than a single dominant sector.
Are there remote customer success jobs in Chicago?
Yes, customer success work is well-suited to remote and hybrid arrangements because most day-to-day activity involves video calls, shared dashboards, and email rather than on-site visits. About 84% of customer success openings tied to Chicago are remote or hybrid as of November 2026, with the fully remote roles skewing toward digital-first SaaS companies. On-site expectations are more common at enterprise accounts where relationship depth matters.
How can I get a customer success job in Chicago with little or no experience?
The most realistic entry path in Chicago is landing a customer support or technical support role at one of the city's many SaaS or insurtech startups, then transitioning internally into a customer success associate position. Fulton Market and the West Loop have a high concentration of growth-stage companies that hire support staff and promote from within. Volunteering to own onboarding tasks or run QBR prep work, even informally, builds the portfolio evidence Chicago hiring managers want to see.
Which industries hire the most customer successs in Chicago?
Most customer success openings in Chicago sit in Technology & Software and Banking & Financial Services, per current listings on Migrate Mate as of November 2026. Chicago's role as a national hub for financial services and its fast-growing Fulton Market tech scene create sustained demand from both legacy enterprise software vendors and newer B2B platforms built around those industries.
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See All 76 Customer Success Jobs in Chicago
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