Top Senior Customer Success Jobs in Chicago, IL

Leads the enterprise Customer Success organization, managing multiple teams and people managers. Owns customer retention, expansion, adoption, advocacy, KPI achievement, executive relationships, escalations, and customer experience. Partners with Sales, Services, Product, and internal stakeholders to improve processes, develop talent, drive platform value, and achieve commercial outcomes across the assigned book of business.

Manages strategic relationships with complex enterprise Managed Services customers, driving adoption, satisfaction, retention, renewals, and expansion. Develops success plans, monitors KPIs, handles escalations, coordinates technical and operational resolutions, and communicates with executive stakeholders. Partners with sales and internal teams to align services with customer needs, identify growth opportunities, improve service delivery, and resolve issues. Coaches junior customer success professionals and leads internal initiatives.

Leads Customer Success strategy and execution for enterprise demand partners using Bankrate private marketplaces. Responsibilities include optimizing engagement and conversion, expanding partnerships, improving onboarding and time to value, connecting Product, Marketing, and Sales, translating engagement data into ROI, and managing a high-performing team in a B2B2C fintech environment.

Leads and develops a team of Strategic Customer Success Managers responsible for enterprise accounts. Drives retention, expansion, account health, renewals, QBRs, forecasting, and operational consistency. Serves as an executive escalation point, coaches strategic customer engagement, incorporates generative AI into workflows, and partners cross-functionally with Sales, Renewals, Onboarding, Product, and Professional Services. Tracks portfolio performance and supports customer value realization across high-value SaaS accounts.

Supports senior team members and serves as a liaison for complex Commercial Bank clients. Manages client relationships, escalations, implementations, onboarding, renewals, RFPs, strategic reviews, and growth opportunities. Coordinates cross-functional teams across banking, treasury, service, implementation, KYC, risk, and operations. Addresses treasury product, setup, billing, and invoice issues while supporting retention, client satisfaction, and revenue expansion. Requires approximately 20% travel to visit clients and internal partners.

Manage a portfolio of merchant accounts as the primary post-sale contact, driving renewals, pricing updates, expansions, revenue, GMV growth, product adoption, and relationship health. Analyze merchant performance, recommend optimization programs, and coordinate Analytics, Credit, Technical, Marketing, and Product teams to improve outcomes. Lead strategic client relationships, negotiate commercial contracts, and communicate program impact to internal and external stakeholders.

Manage strategic client relationships and serve as the operational lead across assigned accounts. Oversee digital marketing campaign execution, project timelines, cross-functional coordination, performance reporting, client communications, and business reviews. Develop client roadmaps, recommend optimizations, identify growth opportunities, and partner with Sales to drive account expansion. The role requires strong project management, strategic thinking, communication, and stakeholder management skills, with 6+ years of relevant experience and willingness to travel as needed.

Leads a team of 6–9 Strategic Customer Success Managers serving complex enterprise accounts. Owns retention, renewals, upsell and cross-sell targets, account strategy, success planning, forecasting, customer health, executive business reviews, and escalations. Develops customer success playbooks, advocates for client needs internally, builds executive relationships, and partners with Sales, Product, and Marketing to improve outcomes. Also oversees recruiting, career development, team performance, and change management.

Manages 10–30 strategic enterprise software accounts, driving adoption, renewals, expansion, and net revenue retention. Builds ROI models, three-year success roadmaps, executive value reviews, and expansion strategies. Develops VP and C-suite relationships, delivers data-driven account strategies, provides market intelligence, and converts customers into references and advocates. Partners cross-functionally with Sales, Product, and Customer Success teams while coaching customer champions and leading executive business reviews.

Build and grow trusted customer partnerships, advise customers on optimizing the Hireology platform, analyze usage data, improve adoption, support retention and revenue growth, resolve challenges, and collaborate cross-functionally on product improvements and cancellation-risk reduction.

Own the complete post-sale journey for enterprise SaaS accounts, from onboarding through renewal and expansion. Drive platform adoption, build executive relationships, lead business reviews, and translate customer feedback into product and commercial insights. Collaborate with Product, Sales, Marketing, Account Management, Support, and Engineering teams while tracking customer health, adoption, satisfaction, retention, and growth opportunities. Develop scalable customer success playbooks and proactively resolve adoption risks and blockers.

Manage enterprise customer relationships, serving as a trusted advisor and primary point of contact. Drive renewals, retention, product adoption, customer advocacy, and expansion opportunities through success planning, usage analysis, training, business reviews, and strategic guidance. Coordinate with support, onboarding, industry solutions, and deliverability teams to resolve issues and ensure customer value. Manage escalations, advocate for product improvements, mentor junior colleagues, and periodically visit customers, including potential international travel.

Manage and grow relationships with corporate veterinary hospital groups. Serve as the primary client contact, lead account strategy, build executive relationships, conduct business reviews, gather product feedback, develop account roadmaps, support customer success and growth, and cultivate prospective consolidator partnerships.

Serve as the primary liaison for Commercial & Investment Bank clients, managing relationship health, escalations, implementations, onboarding, renewals, and cross-functional coordination to drive retention, growth, and client satisfaction.

Serve as liaison for complex commercial and investment bank clients, managing relationship retention and growth, coordinating implementations, resolving escalations, supporting onboarding/KYC, facilitating RFPs and sales pitches, and partnering across banking, operations, risk, and product teams to ensure high client satisfaction.

Owns the post-sales customer lifecycle for enterprise accounts, including onboarding, adoption, success planning, renewals, escalation management, executive communication, and customer advocacy. The role coordinates cross-functional teams, monitors customer environments and trends, drives product usage and time to value, develops recommendations and RCA documents, and proactively improves customer satisfaction, retention, and growth.

Drive adoption, retention, and expansion for Eve’s legal technology platform across enterprise law firm accounts. Lead onboarding, maximize product utilization, demonstrate client ROI, develop case studies and use cases, gather feedback for product improvements, and maintain strong client relationships. Manage a smaller book of business with $10M–$20M in ARR ownership while delivering strategic upsells, cross-sells, and high customer satisfaction. The role requires legal industry expertise, analytical ability, project management, communication skills, and willingness to travel for client visits and industry events.

Manage 30+ enterprise SaaS accounts across implementation, adoption, renewal, and expansion. Lead stakeholder meetings and executive QBRs, maintain customer health data in Salesforce and Planhat, own GRR and NRR outcomes, mitigate risks, and identify upsell opportunities. Collaborate cross-functionally to resolve issues, drive platform adoption, support migrations, communicate AI capabilities, and represent customer needs internally. Travel 5–10% annually.

Lead a portfolio of up to 20 enterprise customers to drive adoption, value realization, renewals, and expansion using Nexthink's DEX methodology. Act as trusted advisor, deliver workshops and executive business reviews, maintain customer health, collaborate cross-functionally, track value, update CRM, and travel 25-50% for onsite engagements.

Lead post-sale engagement, retention, and expansion for large global customers using Stripe Billing and payment products. Partner with account teams to drive customer ROI, identify growth opportunities, mitigate churn risk, monitor technical performance and sentiment, and advise senior stakeholders on subscription and invoicing solutions.

Manage strategic enterprise customer relationships, align Workday solutions with business goals, drive adoption and measurable value, and support AI consumption. Coordinate Sales, Services, and Product teams; engage executive stakeholders; resolve complex issues; manage escalations; monitor customer outcomes; and advocate for retention, expansion, and innovation.

Manage a portfolio of enterprise Stripe customers throughout the post-sale lifecycle. Drive product adoption, account health, renewals, retention, expansion, and satisfaction through workshops, business reviews, payment insights, and product guidance. Partner with sales, technical account management, product, engineering, and support teams to resolve issues, advocate for customers, and identify growth opportunities.

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.

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.

Owns customer success plans for enterprise software clients, driving adoption, value realization, customer health, retention, and renewals. Builds relationships with Legal Operations, Legal, Finance, and Technology stakeholders; conducts business reviews; identifies risks; coordinates cross-functional issue resolution; and advocates for customer needs. The role also supports expansion opportunities, customer references, and advocacy initiatives.