Top Senior Customer Success Jobs in Chicago, IL

Reposted 9 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
112K-169K Annually
Senior level
112K-169K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The Customer Success Manager enhances customer operations using Samsara's IoT platform, builds relationships with clients, and collaborates cross-functionally for success plans and workshops.
Top Skills: IotSaaS
Reposted 9 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
109K-147K Annually
Senior level
109K-147K Annually
Senior level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
The role involves leading a Customer Success team, defining strategies for customer engagement, and ensuring customer satisfaction through effective management and coaching.
Top Skills: AIAutomationGainsightSaaS
Reposted 9 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
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 9 Days AgoSaved
Remote
Chicago, IL
140K-175K Annually
Senior level
140K-175K Annually
Senior level
Artificial Intelligence • Machine Learning • Natural Language Processing • Software • Conversational AI
As a Customer Success Engineer, you'll drive adoption and satisfaction for enterprise customers using Deepgram's voice AI technology, fostering strong relationships and aligning technical solutions with business objectives.
Top Skills: AIAPIsMachine LearningSpeech-To-TextText-To-Speech
10 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.
10 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
75K-85K Annually
Senior level
75K-85K Annually
Senior level
Artificial Intelligence • Computer Vision • Machine Learning • Payments • Real Estate • PropTech
Serve as primary relationship manager for airline clients and vendor couriers, overseeing day-to-day operations, SLAs, and escalations. Produce QBRs and performance reports, leverage data and AI to improve logistics and ETA accuracy, partner with Product and Engineering on feature requests, and optimize vendor courier networks to drive operational efficiency and customer satisfaction.
Top Skills: AIData AnalyticsOperational Tracking Systems
Reposted 10 Days AgoSaved
Easy Apply
Remote or Hybrid
Chicago, IL
Easy Apply
80K-95K Annually
Senior level
80K-95K Annually
Senior level
AdTech • Artificial Intelligence • Marketing Tech • Software • Analytics
Manage a portfolio of programmatic accounts end-to-end: own campaign execution, client communications, optimization, reporting, troubleshooting, and growth (upsell/renewals). Partner cross-functionally with Sales, Analytics, and Operations to drive performance and ensure client satisfaction.
Top Skills: DspExcel
Reposted 11 Days AgoSaved
In-Office or Remote
Chicago, IL
119K-238K Annually
Senior level
119K-238K Annually
Senior level
Artificial Intelligence • Productivity • Software • Automation
The Automation Strategist will guide customers in automating processes, help identify use cases, and promote AI-enabled transformation, focusing on value delivery and relationship building.
Top Skills: AIAutomation
Reposted 12 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
115K-140K Annually
Senior level
115K-140K Annually
Senior level
Cloud • Information Technology • Security • Software
Lead and coach a Customer Success team to drive renewals, retention, and expansion for enterprise B2B SaaS customers. Own team performance metrics, support strategic escalations, improve CS processes and playbooks, align goals using OKRs, collaborate cross-functionally, and advocate AI adoption. Role requires up to 50% travel and stewardship of hiring, development, and talent decisions.
Top Skills: Generative AiGoogle SuiteLatticePlanhatRisk CloudSalesforceSlack
Reposted 12 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
Senior level
Senior level
Enterprise Web • Mobile • Professional Services • Software
Lead customer success and research efforts: train and advise customers on Dscout, design and run qualitative research projects, drive adoption and expansion, manage 1–3 Research Advisors, and surface customer feedback to Product.
Top Skills: Dscout
Reposted 13 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
Senior level
Senior level
Artificial Intelligence • Information Technology • Internet of Things • Software • Analytics • Automation • Manufacturing
The Customer Success Manager (EU) drives customer retention and value realization across European accounts through proactive engagement, relationship building, and collaboration with internal teams.
Top Skills: Ai ToolsManufacturing Operations Management SoftwareTraksys
Reposted 8 Days AgoSaved
Remote
Chicago, IL
152K-187K Annually
Senior level
152K-187K Annually
Senior level
Artificial Intelligence • Healthtech • Software
The Director of Customer Success will lead the West region, driving customer outcomes, commercial strategies, and team development while fostering executive relationships within enterprise accounts.
Top Skills: Customer SuccessEnterprise SaasHealthtech
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19 Days AgoSaved
Easy Apply
Remote
Chicago, IL
Easy Apply
103K-175K Annually
Senior level
103K-175K Annually
Senior level
Cloud • Security • Software • Cybersecurity • Automation
Manage a portfolio of U.S. public sector accounts to drive adoption, retention, expansion, and satisfaction of the GitLab DevSecOps platform. Translate pre-sales plans into measurable objectives, coach customers on Git, CI/CD, and DevSecOps best practices, coordinate cross-functional responses, and use project management to deliver customer enablement and success initiatives.
Top Skills: Ci/CdContinuous DeploymentContinuous IntegrationDevsecopsGitGitlab
Reposted 19 Hours AgoSaved
In-Office
Chicago, IL
168K-210K Annually
Senior level
168K-210K Annually
Senior level
Blockchain • Financial Services • Cryptocurrency • Web3 • Quantitative Trading
Own enterprise treasury customer outcomes for Ripple Treasury solutions: drive adoption, retention, and expansion by building executive relationships, creating Value & Success Plans, scaling lifecycle programs, and coordinating cross-functional teams to deliver measurable financial results.
Reposted 20 Days AgoSaved
Remote or Hybrid
Chicago, IL
104K-130K Annually
Senior level
104K-130K Annually
Senior level
Edtech • Information Technology • Software
Manage an enterprise portfolio end-to-end to drive adoption, retention, renewals, and expansion. Use customer health and utilization data to forecast risk, recommend corrective actions, and enable customers to realize value. Build executive relationships, guide implementations and learning strategies, and collaborate with sales to meet gross and net retention goals.
Top Skills: GainsightSalesforce
Reposted YesterdaySaved
In-Office
Chicago, IL
Senior level
Senior level
Payments • Software
The Customer Success Manager will manage enterprise customers, ensuring their success with Stripe's products, drive account growth, and facilitate communication between customers and internal teams.
3 Days AgoSaved
In-Office or Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Software • Automation
Own a portfolio of enterprise customers to drive adoption, retention, and expansion. Define and execute success plans, lead executive engagements, coordinate cross-functionally, and generate measurable ROI and customer advocates while meeting GRR and NRR targets.
Top Skills: APIsIntegrationsPrmSaaS
Reposted 3 Days AgoSaved
In-Office
Chicago, IL
138K-150K Annually
Senior level
138K-150K Annually
Senior level
Software
Manage a scaled Enterprise portfolio (70–85 accounts) to drive retention, adoption, and expansion. Partner with Sales and Renewals in a GTM pod, run executive reviews, mitigate risk, use DLCX and AI-enabled tools, maintain account hygiene in Vitally, and contribute playbooks and scalable workflows to improve customer outcomes and revenue metrics (GRR/NRR).
Top Skills: AIVitally
5 Days AgoSaved
In-Office
Chicago, IL
108K-192K Annually
Senior level
108K-192K Annually
Senior level
Cloud • Fintech • HR Tech
Manage and grow enterprise customer relationships for Workday Adaptive Planning. Build success plans, drive adoption, handle escalations, communicate product roadmap, identify expansion opportunities, and collaborate with Sales, Services, and Product. Serve as customer liaison, track metrics, and ensure value realization and retention.
Top Skills: SaaSWorkday Adaptive PlanningWorkday FinancialsWorkday HcmWorkday Payroll
Reposted 5 Days AgoSaved
Hybrid
Chicago, IL
Senior level
Senior level
Automotive • eCommerce • Transportation • Energy • Agriculture • Industrial
Lead a portfolio of enterprise clients, drive adoption and expansion, act as product expert and escalation point, translate client needs into technical requirements, mentor client success team, track client health, and collaborate cross-functionally to ensure delivery and growth.
Top Skills: ExcelPowerPointSalesforceSQL
5 Days AgoSaved
In-Office
Chicago, IL
149K-248K Annually
Senior level
149K-248K Annually
Senior level
Automotive • Information Technology • Logistics • Software
Lead Customer Success to ensure outcome-based value realization, reduce churn, improve retention, enable expansion, build segment-specific playbooks, orchestrate cross-functional execution, and manage a Customer Success leadership team focused on KPIs like GRR, NRR, CSQLs, and customer health.
Top Skills: AWSAzureGCPManaged ServicesSaaSVMware
5 Days AgoSaved
Hybrid
Chicago, IL
180K-210K Annually
Senior level
180K-210K Annually
Senior level
Artificial Intelligence • Legal Tech • Professional Services • Software
Own strategic relationships with the largest Harvey customers, driving adoption, change management, executive engagement, and product-feedback loops. Lead implementations, monitor account health, enable end users, and evangelize Harvey to maximize value and retention.
Reposted 5 Days AgoSaved
In-Office or Remote
Chicago, IL
85K-100K Annually
Senior level
85K-100K Annually
Senior level
Security • Cybersecurity
Lead onboarding and ongoing account management for UpGuard customers, drive product adoption, create success plans and training, monitor customer health, advocate customer needs to Product/Sales, and identify expansion opportunities while supporting global customers.
Top Skills: APIsChurnzeroGainsightGenerative AiHubspotSalesforce
Reposted 5 Days AgoSaved
Hybrid
Chicago, IL
Senior level
Senior level
Software
Drive adoption and outcomes for enterprise clients, manage relationships, lead engagement sessions, analyze product data, and collaborate cross-functionally.
Top Skills: SaaS
6 Days AgoSaved
In-Office or Remote
Chicago, IL
85K-110K Annually
Senior level
85K-110K Annually
Senior level
HR Tech
Lead and coach a team of 5 Dedicated CSMs across the Americas to drive retention, expansion, and net revenue outcomes for high-value accounts. Establish operating rhythms, capacity planning, early-warning systems for at-risk accounts, and cross-functional escalation management. Champion AI-assisted workflows and data-driven playbooks to scale account monitoring and drive operational efficiency while influencing Product, Sales, and Operations with voice-of-customer insights.
Top Skills: LookerSalesforceZendesk
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