Top Customer Success Jobs in Chicago, IL

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Remote or Hybrid
Chicago, IL
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120K-165K Annually
Senior level
120K-165K Annually
Senior level
Legal Tech • Software • Generative AI
The Customer Success Manager will drive client success, ensuring high adoption, retention, and growth while maximizing product utilization and maintaining relationships.
Top Skills: Data AnalysisLegal Tech SolutionsSaaS
Reposted 2 Days AgoSaved
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Remote
Chicago, IL
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130K-175K Annually
Mid level
130K-175K Annually
Mid level
Artificial Intelligence • Enterprise Web • Software • Design • Generative AI
Own a book of Enterprise accounts as a trusted advisor: drive adoption, run strategic reviews, manage renewals and expansion, coordinate cross-functional support, and deliver customer insights to improve product and outcomes.
Top Skills: AIAnalytics ToolsCms PlatformsMartech ToolsSeoWeb TechnologiesWebflowWorkflow Tools
Reposted 2 Days AgoSaved
Remote
Chicago, IL
180K-220K Annually
Senior level
180K-220K Annually
Senior level
Artificial Intelligence • Fintech • Machine Learning • Natural Language Processing • Software • Business Intelligence • Financial Services
Lead and scale the enterprise customer success function for Zocks, managing a team of Enterprise CSMs to drive adoption, value realization, renewals and expansion with large RIAs, broker-dealers, banks and financial firms. Build playbooks, metrics, and cross-functional partnerships while personally engaging executive stakeholders to ensure measurable customer outcomes.
Reposted 2 Days AgoSaved
Remote
Chicago, IL
95K-152K Annually
Senior level
95K-152K Annually
Senior level
Cloud • Fintech • Food • Information Technology • Software • Hospitality
Manage a portfolio of SMB restaurant customers (Mandarin-speaking focus), drive adoption and retention of Toast products, deliver virtual meetings and demos, resolve technical and operational issues, leverage data to recommend product solutions, and participate in churn-saves and revenue retention conversations.
Top Skills: Payments/Credit Card ProcessingPosToastZoom
Reposted 2 Days AgoSaved
Remote
Chicago, IL
80K-90K Annually
Junior
80K-90K Annually
Junior
Cloud • Fintech • Food • Information Technology • Software • Hospitality
Serves as the primary customer advisor for Toast’s retail SaaS customers, driving product activation, adoption, retention, referrals, and revenue growth. Builds customer relationships, recommends products, demonstrates POS functionality, facilitates training, troubleshoots basic issues, identifies expansion opportunities, and collaborates with Sales, Product, Operations, Care, Education, and Professional Services. The role also develops scalable workflows and playbooks for a growing retail customer segment and requires up to 10% local travel.
Top Skills: Google WorkspaceMS OfficeSaaSSalesforce CRMSlackToast Pos
Reposted 2 Days AgoSaved
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Remote or Hybrid
Chicago, IL
Easy Apply
92K-153K Annually
Mid level
92K-153K Annually
Mid level
Marketing Tech • Social Media • Software • Analytics • Business Intelligence
Manage a book of ~60 enterprise customers to drive adoption, retention, and expansion of Sprout's social media platform. Build executive relationships, run success cadences (MBRs, EBRs), surface risks, collaborate on renewals, and use data and generative AI tools to create ROI narratives and accelerate work. Partner with onboarding, professional services, and renewals to meet retention and growth KPIs.
Top Skills: ClaudeGoogle SuiteGainsightGeminiSalesforceSprout SocialTableau
11 Days AgoSaved
Hybrid
Chicago, IL
50K-65K Annually
Junior
50K-65K Annually
Junior
Cloud • Fintech • Software • Financial Services
Provide frontline support for YCharts' SaaS platform via email, chat, and phone. Troubleshoot product/data/technical issues, escalate as needed, monitor usage and customer health, share customer insights with product and engineering, create educational resources, and support process improvements to drive engagement and retention.
Reposted 11 Days AgoSaved
Remote or Hybrid
Chicago, IL
48K-55K Annually
Entry level
48K-55K Annually
Entry level
Artificial Intelligence • Big Data • Healthtech • Machine Learning • Analytics • Biotech • Generative AI
The role involves managing customer inquiries, coordinating with labs, maintaining relationships, and ensuring high customer satisfaction in a healthcare setting.
Top Skills: Computer ProficiencyGeneral Office EquipmentSoftware Knowledge
Reposted 11 Days AgoSaved
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Remote or Hybrid
Chicago, IL
Easy Apply
145K-175K Annually
Senior level
145K-175K Annually
Senior level
Artificial Intelligence • Big Data • Logistics • Machine Learning • Software • Transportation
Lead and develop a team of Customer Success Managers to drive customer adoption, retention, and expansion. Own account planning, risk mitigation, renewals strategy, executive relationships, playbook execution, and cross-functional collaboration. Monitor customer health, satisfaction, and revenue metrics while scaling team processes and serving as escalation for client issues. Role requires ~25% travel for client site visits.
2 Days AgoSaved
Remote or Hybrid
Chicago, IL
34K-85K Annually
Mid level
34K-85K Annually
Mid level
Artificial Intelligence • Automotive • Greentech • Information Technology • Machine Learning • Software • Cybersecurity
Manages a portfolio of automotive dealer clients, focusing on retention, churn reduction, revenue growth, upselling, and cross-selling Cox Automotive products. Responsibilities include forecasting, account performance analysis, monthly business reviews, marketing and ROI consulting, onboarding advocacy, issue routing, Salesforce administration, and revenue collection. The role requires strong automotive dealer relationship management, sales, analytical, presentation, and digital marketing skills.
Top Skills: Analytical Data PlatformsCrm SystemsExcelMicrosoft Office SuiteMicrosoft OutlookMicrosoft PowerpointMicrosoft WordSalesforceVirtual Demonstration Software
Reposted 2 Days AgoSaved
Remote or Hybrid
Chicago, IL
102K-216K Annually
Senior level
102K-216K Annually
Senior level
Consumer Web • Coupons • Healthtech • Social Impact • Pharmaceutical
Lead and coach a team of Account Managers servicing top-tier pharmaceutical and agency clients to ensure satisfaction, renewals, and expansion. Oversee implementation, reporting, QBRs, insights-driven optimization, cross-team collaboration, and escalation management while contributing customer feedback to product and GTM strategy.
Top Skills: CRMJIRASalesforceTaskray
3 Days AgoSaved
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Remote or Hybrid
Chicago, IL
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110K-120K Annually
Senior level
110K-120K Annually
Senior level
Fintech • Information Technology • Payments • Productivity • Software • Travel • Automation
Own strategic relationships with complex enterprise clients, serving as a trusted executive advisor and voice of the customer. Lead migrations from legacy travel-management technology to Navan, including scoping, implementation, go-live, and hypercare. Drive adoption, retention, compliance, training, health checks, business reviews, risk mitigation, and churn prevention. Partner with Product, Engineering, and Sales on feedback, enhancement requests, and escalations while managing stakeholder alignment and change resistance.
Top Skills: Legacy R&M TechnologyNavan Platform
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Reposted 3 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
98K-165K Annually
Senior level
98K-165K Annually
Senior level
Artificial Intelligence • Fintech • Hardware • Information Technology • Sales • Software • Transportation
Own a book of large enterprise accounts to drive adoption, value realization, renewals, and upsells. Lead onboarding and training, build C‑level relationships, manage escalations, coordinate cross-functional resources, capture product feedback, and ensure high customer satisfaction and retention.
Reposted 3 Days AgoSaved
Remote or Hybrid
Chicago, IL
157K-240K Annually
Senior level
157K-240K Annually
Senior level
Artificial Intelligence • Information Technology • Machine Learning • Natural Language Processing • Productivity • Software • Generative AI
Lead and build a Strategic Customer Success team, design high-touch success programs and playbooks, coach CSMs into consultative executive partners, define adoption and retention metrics, synthesize account insights into product feedback, partner cross-functionally, and experiment to create a scalable strategic CS motion for a multi-product AI productivity suite.
Top Skills: AI
Reposted 3 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
180K-185K Annually
Expert/Leader
180K-185K Annually
Expert/Leader
AdTech • Artificial Intelligence • Marketing Tech • Software • Analytics
Lead Customer Success for Sailthru within Publisher Cloud, owning retention, Net Revenue Retention, expansion, adoption, NPS, and advocacy. Manage enterprise portfolio, drive lifecycle and email personalization strategies, run account planning and forecasting, mitigate churn, develop CSM team, and partner with Sales, Product, Operations, and Support to deliver measurable customer outcomes and growth.
Top Skills: CdpCRMEmail MarketingEspMarketing Automation PlatformsOmnichannel EngagementPersonalizationSailthruSegmentationZeta Marketing Platform
Reposted 3 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
110K-188K Annually
Senior level
110K-188K Annually
Senior level
Big Data • Fintech • Mobile • Payments • Financial Services
As a Client Success Lead, manage merchant relationships, drive revenue growth, and optimize performance through cross-functional collaboration and contract management.
Top Skills: Bi ToolsSalesforce
4 Days AgoSaved
Remote
Chicago, IL
135K-170K Annually
Senior level
135K-170K Annually
Senior level
Artificial Intelligence • Software
Build and lead enablement programs for Customer Success and Implementation teams, including onboarding, product training, continuous learning, playbooks, and AI-enabled workflows. Identify performance gaps, translate product updates into practical training, improve adoption of tools and processes, and establish feedback loops with Product, Support, Customer Education, and Product Marketing. The role supports stronger renewals, expansions, customer outcomes, and operational efficiency in a growing SaaS organization.
Top Skills: Artificial Intelligence
Reposted 4 Days AgoSaved
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Remote
Chicago, IL
Easy Apply
7K-80K Annually
Mid level
7K-80K Annually
Mid level
Logistics • Marketing Tech • Software
Manage a high-volume SMB/MM post-sales portfolio to retain and grow customers through renewals, upsell/cross-sell, programmatic adoption campaigns, forecasting, risk mitigation, and cross-functional collaboration to drive product adoption and minimize churn.
Top Skills: ChurnzeroMarketing AutomationSalesforce
Reposted 5 Days AgoSaved
Remote
Chicago, IL
70K-112K Annually
Senior level
70K-112K Annually
Senior level
Big Data • Fitness • Healthtech • Information Technology • Software • Analytics
Manage end-to-end success for a portfolio of non-enterprise healthcare customers: drive adoption, troubleshoot complex data and platform issues, run trainings and implementations, coordinate cross-functional teams, develop customer roadmaps, and support renewals while ensuring data quality and security compliance.
Top Skills: ConfluenceJIRAExcelMicrosoft PowerpointMicrosoft WordSmartsheetSQL
Reposted 5 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
143K-230K Annually
Senior level
143K-230K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Lead and scale an Enterprise Customer Success team (6-8 CSMs) to drive adoption, retention, and expansion for SaaS enterprise customers. Define strategy, build technical depth, mitigate risk using data, partner cross-functionally, manage executive escalations, hire and develop talent, champion AI workflows, and improve customer outcomes and renewals.
Top Skills: AIGainsight
Reposted 5 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
143K-230K Annually
Senior level
143K-230K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The role involves leading the Customer Success team, enhancing customer engagement strategies, and driving value realization for mid-market customers while fostering an inclusive team culture.
Top Skills: Ai/AutomationGainsightSaaS
Reposted 5 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
126K-169K Annually
Senior level
126K-169K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage a team of Customer Success Managers, enhancing customer experiences and driving business value, while developing long-term strategies and advocating for customer needs.
Top Skills: Enterprise SaasGainsight
Reposted 5 Days AgoSaved
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Remote or Hybrid
Chicago, IL
Easy Apply
112K-150K Annually
Mid level
112K-150K Annually
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Manager I, Customer Success leads the Scale CSM team, enhancing customer engagement, coaching team members, and ensuring enterprise customers achieve ongoing value from Samsara's solutions.
Top Skills: Ai/AutomationCustomer Success SoftwareGainsightSalesforce
Reposted 5 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
85K-144K Annually
Mid level
85K-144K Annually
Mid level
Cloud • Security • Software • Cybersecurity • Automation
Manage a book of public-sector accounts to drive adoption, retention, and expansion of the GitLab DevSecOps platform. Translate pre-sales plans into measurable objectives, coach customers on Git, CI/CD, and DevSecOps best practices, coordinate cross-functionally for escalations, and use project management to deliver customer enablement and success initiatives.
Top Skills: Ci/CdContinuous DeploymentContinuous IntegrationDevsecopsGitGitlab
6 Days AgoSaved
Remote
Chicago, IL
Junior
Junior
Edtech • Fintech • Payments • Social Impact • Financial Services • Big Data Analytics
Serve as single point of contact for assigned enterprise clients to drive adoption, renewals, and expansion; advocate internally, align cross-functional teams, use success metrics to deliver client outcomes, and maintain executive-level relationships.
Top Skills: CRMSales Automation Tools
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