Top Senior Customer Success Jobs in Chicago, IL

6 Days AgoSaved
In-Office
Chicago, IL
108K-135K Annually
Senior level
108K-135K Annually
Senior level
Healthtech • Software • Pharmaceutical • Manufacturing
Lead customer success for Vantive's digital portfolio in renal care, focusing on presales demos, therapy-integrated storytelling, content creation, training, product implementation, post-implementation adoption, KPI tracking, and voicing market/customer insights to inform product and enablement strategy.
Reposted 8 Days AgoSaved
Hybrid
Chicago, IL
Senior level
Senior level
Marketing Tech
The Senior Client Success Manager manages high-value enterprise clients, drives strategy, ensures client satisfaction, and leads a team, focusing on product adoption and growth.
Top Skills: ExcelPowerPointSalesforceSQL
Reposted 8 Days AgoSaved
Remote or Hybrid
Chicago, IL
135K-175K Annually
Senior level
135K-175K Annually
Senior level
Artificial Intelligence • HR Tech • Professional Services
The Senior Customer Success Manager drives customer value, enhances client relationships, manages account health, oversees multiple workstreams, and communicates with stakeholders to ensure successful software and service delivery.
Reposted 2 Hours AgoSaved
In-Office or Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • HR Tech • Machine Learning • Software
Own post-sales relationships for Fortune 500 clients, lead enterprise-scale implementations and HRIS/ATS integrations, develop executive success plans, train client teams, analyze and present ROI/KPIs, drive adoption and upsells, and represent customer needs to Product and engineering to ensure compliance and strategic impact.
Top Skills: Ai CoachAi RecruiterAi Reference CheckAi SourcingGdprHipaaNyc Local Law 144OracleSap SuccessfactorsSoc 2Workday
Reposted 9 Days AgoSaved
In-Office
Chicago, IL
70K-70K Annually
Senior level
70K-70K Annually
Senior level
Fintech • Information Technology • Payments • Financial Services
The Head of Client Success & Sales will manage client acquisition and relationships, drive revenue growth, and enhance client satisfaction through effective communication and strategy.
Top Skills: Crm ToolsHubspotSalesforce
Reposted 19 Hours AgoSaved
Remote or Hybrid
Chicago, IL
170K-260K Annually
Senior level
170K-260K Annually
Senior level
Artificial Intelligence • Healthtech • Other • Productivity • Telehealth • Conversational AI • Generative AI
The Senior Customer Success Manager owns strategic customer relationships in healthcare, guiding enterprise accounts from launch to renewal while utilizing AI solutions to enhance patient experiences and drive measurable outcomes.
Top Skills: AICustomer Success PlatformsEhrPmsSaaS
Reposted 19 Hours AgoSaved
Remote
Chicago, IL
108K-191K Annually
Senior level
108K-191K Annually
Senior level
Cloud • Information Technology • Insurance • Software • Analytics
Manage a portfolio of Guidewire InsuranceSuite customers to drive adoption, retention, expansion and advocacy. Build executive relationships, create account and success plans, lead renewals and negotiations, surface product feedback, collaborate cross-functionally, and mentor other CSMs. Measure success via ARR growth, retention, NPS/CSAT, and product penetration.
Top Skills: AIAnalyticsCloud TechnologiesCloud-NativeGuidewire Insurancesuite
11 Days AgoSaved
Hybrid
Chicago, IL
104K-139K Annually
Senior level
104K-139K Annually
Senior level
Artificial Intelligence • Cloud • Information Technology • Security • Social Impact • Software • Cybersecurity
Serve as a trusted advisor for a portfolio of strategic customers to drive retention and growth. Manage relationships, adoption, ROI, escalations, and cross-functional alignment with Sales, Product, Engineering, and Consulting. Use adoption metrics and business reviews to identify risk, expansion opportunities, and ensure customers realize full value from the OneTrust platform.
Top Skills: GainsightOnetrustOnetrust CollaborateSaaSSfdc (Salesforce)
YesterdaySaved
Remote
Chicago, IL
145K-170K Annually
Senior level
145K-170K Annually
Senior level
Productivity • Software
Own post-sale customer journey for strategic enterprise accounts, driving onboarding, adoption, value realization, renewals, and expansion. Act as technical advisor on Cortex, SDLC, DevOps, and cloud-native platforms, lead executive business reviews, identify risks/opportunities, influence product roadmap, and contribute to scaling Customer Success. Up to 30% travel.
Top Skills: AWSAzureCloud-NativeCortexDeveloper ToolsDevOpsGCPPlatform EngineeringSdlcSre
Reposted YesterdaySaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Healthtech
As a Customer Success Executive, you will implement AI solutions in healthcare systems, ensuring strong adoption, measurable outcomes, and collaborating closely with clinical and operational teams.
Top Skills: AIDigital HealthEnterprise Saas
Reposted YesterdaySaved
Remote
Chicago, IL
86K-105K Annually
Senior level
86K-105K Annually
Senior level
Fintech • Real Estate • Software
Manage a portfolio of 60–75 mid-market customers: lead onboarding, implementation, product adoption, and renewals; monitor customer metrics and satisfaction; advocate customer needs to product and engineering; contribute to operational improvements; and apply AI tools to improve CSM workflows and outcomes.
Top Skills: Ai ToolsClaudeJuniper Square
Reposted YesterdaySaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Enterprise Web • Software • Automation
Lead and scale Customer Success: manage two CSMs, learn the product hands-on, hire and onboard the CS team, set performance standards, own customer lifecycle from pilot to expansion, shadow customer conversations, and serve as the founder's primary CS contact.
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Reposted YesterdaySaved
Remote
Chicago, IL
80K-95K Annually
Senior level
80K-95K Annually
Senior level
Information Technology • Consulting
Serve as primary client contact for law firm clients, manage relationships, collaborate with SEO and paid media teams, analyze campaign performance (GA4), present reports and recommendations, leverage AI/LLM tools, and drive client retention and growth.
Top Skills: Google Analytics (Ga4)Large Language Models (Llms)Wordpress
Reposted YesterdaySaved
Remote
Chicago, IL
135K-155K Annually
Senior level
135K-155K Annually
Senior level
Logistics
Own post-sale relationships for strategic enterprise accounts across US and Canada. Drive product adoption, ROI, renewals, and expansion through executive engagement, QBRs, KPI reporting, and cross-functional advocacy. Translate platform capabilities into customer business outcomes, manage escalations, and align product and operations with trade compliance workflows.
Top Skills: CRMHubspotKlearnow
Reposted YesterdaySaved
Remote
Chicago, IL
Senior level
Senior level
Software
Manage a portfolio of strategic accounts through onboarding, adoption, and renewal. Serve as trusted advisor, run executive reviews, drive time-to-value, enable customer advocacy, align cross-functional teams, and support upsell/expansion.
Top Skills: ArgoArgo CdArgo EventsArgo RolloutsCloud NativeDevOpsGitopsKubernetes
2 Days AgoSaved
Remote
Chicago, IL
119K-160K Annually
Senior level
119K-160K Annually
Senior level
Artificial Intelligence • Automotive • Internet of Things • Software
Lead and scale client success across multiple teams, translate strategy into execution, drive adoption/expansion, coach managers, align cross-functional partners, resolve high-impact customer and operating model issues, and measure success by time-to-value, product adoption, and net revenue retention.
2 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Cloud • Information Technology • Machine Learning • Natural Language Processing • Software
Manage and grow relationships with assigned enterprise accounts, drive adoption and retention, monitor customer health, run business reviews, own renewals and upsells, coordinate cross-functionally, maintain CRM records, and execute account growth strategies to maximize customer lifetime value.
Top Skills: GainsightHubspotSalesforce
2 Days AgoSaved
In-Office or Remote
Chicago, IL
75K-158K Annually
Senior level
75K-158K Annually
Senior level
Information Technology • Legal Tech • Analytics
Manage a portfolio of strategic enterprise accounts to drive adoption, scale, and value from an AI SaaS solution. Lead onboarding, success plans, QBRs, health checks, change management, and cross-functional advocacy to identify upsell, mitigate risk, and ensure retention. Track AI adoption and usage metrics and translate them into value stories for clients and internal stakeholders.
Top Skills: ChurnzeroGainsightNexis+ AiSalesforce
2 Days AgoSaved
Remote
Chicago, IL
139K-164K Annually
Senior level
139K-164K Annually
Senior level
Security • Cybersecurity
Serve as a strategic trusted advisor to enterprise customers, drive adoption and retention, deliver ROI-focused business reviews, build executive relationships, create and maintain success plans, mitigate risk, and coordinate cross-functional teams to resolve issues and secure renewals and expansion.
Top Skills: Case Management SystemsCrm SystemsEmail Security ProductsInternet Networking TechnologiesJIRASalesforce
2 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Healthtech • Software • Telehealth
Lead a team of Customer Success Managers to drive adoption, reduce churn, identify upsell opportunities, manage renewals and forecasting, evolve processes for scale, mentor staff, and partner cross-functionally to optimize customer outcomes and retention.
Top Skills: AsknicelyChurnzeroSalesforce
2 Days AgoSaved
Remote
Chicago, IL
118K-132K Annually
Senior level
118K-132K Annually
Senior level
Healthtech • Software
Manage enterprise customer relationships to drive adoption, value, and expansion of PointClickCare solutions. Act as trusted advisor to executive stakeholders, deliver joint success plans, anticipate and mitigate churn, provide strategic guidance, and collaborate cross-functionally to ensure customer outcomes and retention.
Top Skills: GainsightSalesforce
Reposted 2 Days AgoSaved
In-Office or Remote
Chicago, IL
100K-120K Annually
Senior level
100K-120K Annually
Senior level
HR Tech • Software • Analytics
Lead Customer Success for enterprise HR clients by owning onboarding, engagement, renewal, and expansion. Build scalable onboarding and enablement, track customer health and ROI, facilitate executive workshops, and feed customer insights into product and GTM. Hire and develop a high-performing CS team and partner cross-functionally.
Top Skills: AIData Science
Reposted 11 Days AgoSaved
In-Office or Remote
Chicago, IL
79K-145K Annually
Senior level
79K-145K Annually
Senior level
Healthtech • HR Tech • Insurance • Consulting
Client Success Managers serve as the main contact for clients, ensuring satisfaction and alignment of needs, operating in a cloud-based environment, and providing analytical support to drive value from MedInsight's products.
Top Skills: Azure DevopsDatabricksJIRAAzurePythonRSQL
12 Days AgoSaved
In-Office
Chicago, IL
135K-185K Annually
Senior level
135K-185K Annually
Senior level
Fintech
Senior Customer Success Manager owns strategic merchant relationships for Paze, driving adoption, activation, transaction volume, and commercial growth. Builds executive partnerships, develops account growth plans, leads post-integration management, coordinates cross-functional teams, represents merchant voice, and ensures disciplined Salesforce tracking, risk management, and measurable business outcomes.
Top Skills: PazeSalesforceZelle
Reposted 3 Days AgoSaved
Remote
Chicago, IL
106K-146K Annually
Senior level
106K-146K Annually
Senior level
Healthtech • HR Tech
Lead and mentor a Customer Success team managing health system, health plan, and referral partner portfolios. Drive retention strategy, executive relationships, cross-functional advocacy, operational excellence, performance tracking, and large-scale engagement campaigns. Communicate clinical outcomes and support finalist/prospect presentations.
Top Skills: Amazon QuicksightAsanaGoogle SheetsGoogle SlidesSalesforceTableau
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