Top Senior Customer Success Jobs in Chicago, IL

3 Days AgoSaved
Remote
Chicago, IL
139K-164K Annually
Senior level
139K-164K Annually
Senior level
Security • Cybersecurity
Manage and grow an enterprise SaaS customer portfolio by driving adoption, value realization, retention, renewals, and expansion. Build executive relationships, develop success plans, conduct business reviews, identify risks and upsell opportunities, and coordinate remediation efforts. Partner cross-functionally with Sales, Product, Engineering, and Support while maintaining product knowledge and delivering measurable customer outcomes.
Top Skills: Abnormal PlatformJIRASFDC
3 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Software
Own post-sale technical adoption, value realization, account health, renewals, and customer success for enterprise data teams. Lead technical success plans, monitor adoption metrics, conduct value-focused QBRs, coordinate Solutions Engineering, Product, and Professional Services, resolve data engineering challenges, and communicate customer feedback to influence the product roadmap. The role requires expertise in B2B SaaS, modern data stack technologies, enterprise relationship management, executive communication, and up to 30% customer travel.
Top Skills: SparkCloud Data WarehousingDatabricksETLSnowflakeSQL
Reposted 3 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
3 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Cybersecurity
Manage a portfolio of enterprise B2B SaaS or cybersecurity accounts, coordinating customer communications, follow-ups, onboarding, adoption, escalations, and renewals. Maintain Jira tickets, account health scores, and risk visibility while partnering with solution architects, technical support, and account directors. The role owns day-to-day customer relationships, ensures action items are completed, identifies adoption risks, and surfaces expansion opportunities.
Top Skills: JIRASalesforce
3 Days AgoSaved
Remote
Chicago, IL
61K-73K Annually
Senior level
61K-73K Annually
Senior level
Cloud • Marketing Tech • Professional Services • Social Impact • Software
Guide public-sector customers through the SaaS customer journey, including onboarding, implementation, support, adoption, and expansion. Use analytics and benchmarks to recommend improvements, promote best practices, advocate for customer needs, identify sales opportunities, and contribute to customer-success practices and speaking events. The role requires strong relationship-building, organization, process improvement, and civic technology knowledge, with travel up to 20%.
Top Skills: Analytics DashboardsMicrosoft TeamsSaaSSalesforce
Reposted One Month AgoSaved
Easy Apply
Hybrid
Chicago, IL
Easy Apply
97K-190K Annually
Senior level
97K-190K Annually
Senior level
Big Data • Cloud • Software • Database
Lead strategic post-sales engagement for a portfolio of Enterprise accounts, maximizing retention, revenue realization, and advocacy. Advise on complex technical deployments, drive account strategy and forecast accuracy, influence product roadmap, mentor teammates, and coordinate cross-functional resources to deliver measurable business outcomes from MongoDB deployments.
Top Skills: AIAWSGCPAzureMongoDBMongodb Atlas
3 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Software • Cybersecurity
Manage strategic enterprise customer relationships for Checkmarx application security solutions. Guide deployment, onboarding, adoption, training, and value realization while monitoring usage data and product telemetry. Serve as the primary technical liaison, coordinate with Support, Product, and Sales, manage customer success plans and escalations, communicate value metrics, and identify expansion opportunities. The role requires strong knowledge of cloud security, DevSecOps, application security tools, integrations, and enterprise technical stakeholder engagement.
Top Skills: AWSAzureBashCheckmarxCloud-Native SecurityContainer SecurityDastDevsecopsGCPGithub ActionsGitlab CiIamIso 27001JenkinsKmsNistOwasp Top 10Power BIPowershellPythonRest ApisSastScaSecurity GroupsSsdlcTableauVpc
3 Days AgoSaved
Remote
Chicago, IL
111K-150K Annually
Senior level
111K-150K Annually
Senior level
Software
Leads and scales an enterprise Customer Success team serving high-value retail and cannabis commerce partners. Designs scalable customer journeys, QBR processes, health scoring, account mapping, and churn-risk playbooks. Coaches CSMs in executive communication, strategic selling, and enterprise relationship management. Partners with Sales on renewals, expansion, cross-selling, and account growth, while synthesizing customer feedback for Product and UX teams.
Top Skills: AtlassianChurnzeroGainsightGoogle WorkspaceJIRAMicrosoft 365SalesforceTotango
3 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Legal Tech
Lead client-facing implementation, onboarding, workflow optimization, adoption, training, and post-implementation success for managed eDiscovery services. Build stakeholder relationships, guide change management, promote client self-sufficiency, maintain documentation, analyze adoption and account health, and support retention and service expansion. Collaborate cross-functionally with project management, delivery, analytics, solutions, sales, and account teams while influencing outcomes without direct authority.
Top Skills: EverlawRelativity ServerRelativityoneReveal
3 Days AgoSaved
Remote
Chicago, IL
119K-140K Annually
Senior level
119K-140K Annually
Senior level
Security • Cybersecurity
Manages enterprise customer relationships for a SaaS email security platform, leading onboarding, adoption, success planning, QBRs, escalations, retention, and expansion. The role communicates ROI, monitors customer health, delivers education, coordinates cross-functional issue resolution, shares product feedback, and aligns stakeholders on measurable business outcomes.
Top Skills: Email SecurityInternet TechnologiesJIRANetworkingSaaSSalesforce
Reposted 13 Days AgoSaved
In-Office
Chicago, IL
106K-223K Annually
Senior level
106K-223K Annually
Senior level
Software • Quantum Computing • Metaverse • Infrastructure as a Service (IaaS)
Drive customer success for strategic, complex cloud accounts by developing shared plans, accelerating Azure and cross-cloud adoption, managing executive relationships, orchestrating resources, overseeing programs, resolving blockers, and improving solution value and renewals. The role aligns Microsoft solutions with customer objectives, coordinates delivery across stakeholders, identifies growth opportunities, and develops technical skilling plans.
Top Skills: AWSAzureDynamicsMicrosoft 365
Reposted 4 Days AgoSaved
Remote
Chicago, IL
95K-115K Annually
Senior level
95K-115K Annually
Senior level
Software • Analytics
Manage enterprise customers through onboarding to renewal, drive adoption of Claravine's Data Standards Cloud, identify expansion opportunities, monitor health/risk using data, lead strategic reviews, and collaborate cross-functionally to align product and growth to customer goals.
Top Skills: Adobe AnalyticsAPIsGoogle AnalyticsSftpSQLSso
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4 Days AgoSaved
Remote
Chicago, IL
120K-130K Annually
Senior level
120K-130K Annually
Senior level
Cloud • Information Technology • Software • Analytics • Cybersecurity
Own the post-sale experience for enterprise customers by driving retention, expansion, adoption, and value realization. Manage customer health, satisfaction, renewals, and churn mitigation using usage data, health scores, and predictive insights. Build executive relationships, lead strategic reviews, coordinate cross-functional action plans, support product rollouts, escalate issues, and maintain customer records and success plans. Improve customer success processes through automation and AI-enabled workflows.
Top Skills: AIAutomationChurnzeroCrm PlatformsCustomer Success PlatformsDashboardsPredictive AnalyticsProduct Usage AnalyticsSalesforce
Reposted 4 Days AgoSaved
Remote or Hybrid
Chicago, IL
Senior level
Senior level
Cloud • eCommerce • Software
Leads, coaches, and develops a team of Customer Success Managers responsible for retention, renewals, customer health, and revenue growth. Oversees performance management, success playbook adherence, risk mitigation, escalations, forecasting, CRM data integrity, and operational improvements. Partners with leadership and product teams to synthesize customer feedback, improve the customer journey, support complex renewals, and achieve GRR and NRR targets.
Top Skills: CatalystGainsightGongSalesforceWordpress
4 Days AgoSaved
Remote
Chicago, IL
70K-140K Annually
Senior level
70K-140K Annually
Senior level
Software
Manage and grow relationships with medium to large commercial insurance carriers using Insurity’s Decisions Suite. Serve as the primary customer contact, lead business reviews and onboarding, monitor satisfaction and churn risk, resolve escalations, drive product adoption, and identify retention, upsell, and cross-sell opportunities. Coordinate cross-functional enhancements, prepare customer presentations and statements of work, ensure contract and billing accuracy, mentor team members, and support continuous improvement.
Top Skills: APIsCloud PlatformsCrm ToolsExcelMS OfficePowerPointSaas ArchitecturesWord
5 Days AgoSaved
Remote or Hybrid
Chicago, IL
135K-230K Annually
Senior level
135K-230K Annually
Senior level
Software • Biotech
Senior Customer Success Manager responsible for onboarding, training, platform customization, process development, account advocacy, renewals, and expansion for customers using an AI-driven SaaS platform for FDA document preparation. The role requires strong B2B SaaS customer success experience, life sciences fluency, AI and LLM familiarity, change-management expertise, and excellent education and communication skills. Training may involve up to 50% travel.
Top Skills: AILlmSaaS
5 Days AgoSaved
Remote
Chicago, IL
96K-118K Annually
Senior level
96K-118K Annually
Senior level
Fitness • Healthtech • HR Tech
Own a portfolio of SaaS client accounts from implementation through renewal and expansion. Lead integrations, coordinate cross-functional workstreams, monitor engagement and outcomes data, conduct executive business reviews, manage risks, and communicate recommendations. Build account strategies, support retention and growth targets, negotiate renewal and pricing conversations, and represent client feedback internally. The role requires strong organization, executive communication, data interpretation, and the ability to quickly learn technical products and implementation processes.
Top Skills: ExcelGoogle SheetsSaas Platforms
5 Days AgoSaved
Remote
Chicago, IL
101K-135K Annually
Senior level
101K-135K Annually
Senior level
Sales • Software
Own enterprise customer success by driving product adoption, retention, expansion, and measurable ROI. Build mutual success plans, conduct executive QBRs, analyze customer data, provide strategic sales-engagement guidance, and manage stakeholder relationships. Lead customer meetings, webinars, trainings, and difficult conversations while partnering with internal sales, finance, marketing, and leadership teams. The role also supports onboarding and mentoring newer customer success managers.
Top Skills: APIsSalesforce CRMSalesloft Platform
5 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Software • Cybersecurity
Own the enterprise customer journey from onboarding through adoption, renewal, and expansion. Serve as a technical product expert for Engineering, DevOps, IT, and Security stakeholders; define and track customer success, identify growth opportunities, manage escalations, relay feedback to Product and Engineering, develop customer stories, and help build scalable customer success playbooks and metrics.
Top Skills: Ent.Ai
Reposted 5 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Professional Services • Software • Database
Manage a portfolio of enterprise SaaS customers to drive retention, renewals, and expansion. Coordinate cross-functional teams, define success metrics, drive product adoption and enablement, surface voice-of-customer insights, manage escalations and commercial negotiations, and maintain CRM records to ensure scalable, high-touch account success.
Reposted One Month 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
15 Days AgoSaved
Remote or Hybrid
Chicago, IL
128K-160K Annually
Senior level
128K-160K Annually
Senior level
Information Technology • Insurance • Professional Services • Software • Analytics
Owns the operational infrastructure supporting Client Success and Technical Account Management, including Salesforce and Planhat administration, reporting dashboards, client journey orchestration, satisfaction programs, community and portal management, conference coordination, knowledge management, and CS technology strategy. The role also leads cross-functional process improvements, change management, and practical AI initiatives that improve client engagement and organizational effectiveness.
Top Skills: ChurnzeroGainsightIso/Iec 27001Nist 800-53PlanhatSalesforceSoc 2
16 Days AgoSaved
In-Office
Chicago, IL
123K-203K Annually
Senior level
123K-203K Annually
Senior level
Cloud • Software
Manages strategic higher education customers using Salesforce Signature Success. Serves as the primary customer accountability point, builds executive relationships, coordinates success services, guides feature adoption, supports renewals and expansion, and advocates during high-severity incidents. The role translates technical concepts into business outcomes, coordinates cross-functional teams, identifies implementation risks, and improves customers’ technical and operational health. Occasional customer-site travel and after-hours or weekend coverage may be required.
Top Skills: SaaSSalesforceSalesforce AiSalesforce CRM
Reposted 16 Days AgoSaved
In-Office
Chicago, IL
Senior level
Senior level
Payments • Software
Manage enterprise customer accounts, deliver insights and support post-sale engagements to drive account health, retention, and growth.
6 Days AgoSaved
Remote
Chicago, IL
Senior level
Senior level
Artificial Intelligence • Machine Learning • Software • Analytics
Own customer onboarding by prioritizing integration work, developing Python and SQL data pipelines, automating repetitive processes, and leading technical customer calls. Translate CRM and fundraising data into model-ready formats, manage onboarding risks, document processes, support CSMs, and train team members. The role serves as Dataro’s US technical customer representative while collaborating with engineering in Sydney.
Top Skills: Amazon AthenaAmazon S3APIsAWSDuckdbGitMachine LearningPostgresPythonSQL
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