Top Senior Customer Success Jobs in Chicago, IL

Own the post-sale customer lifecycle for Vantage, including onboarding, adoption, value reviews, renewals, training, and ongoing product feedback. Serve as a trusted technical advisor and customer advocate, driving adoption and issue resolution across startup and enterprise accounts. Engage CTOs, engineering leaders, and DevOps professionals while managing a broad portfolio. The role requires customer success or technical account management experience in B2B technology or SaaS, plus FinOps or cloud cost management expertise.

Own a portfolio of SaaS client accounts as a revenue strategist and technical success partner. Lead onboarding, business reviews, retention, escalations, and budget-growth conversations. Analyze attribution, PMS, Meta, and GA4 data to produce ROI recommendations and client reports. Diagnose tracking, ad feed, and integration issues with product and engineering teams. Build demand plans, scalable playbooks, reporting frameworks, and client success stories while supporting expansions, referrals, and case studies.

Lead customer onboarding, training, technical support, relationship management, success planning, retention, renewals, and expansion for B2B SaaS customers. Monitor customer health, usage, CSAT, NPS, and lifetime value while escalating technical issues and advocating for product improvements. As the first Customer Success Manager, establish customer-facing processes and help shape the future customer success organization.

Own a high-volume mid-market portfolio of 50–60 B2B client and broker accounts. Drive engagement, satisfaction, retention, and measurable ROI through account health monitoring, KPI analysis, engagement plans, client meetings, reporting, and proactive risk management. Coordinate with Sales, Strategic Account Management, and Member Services to resolve issues and deliver client initiatives. Manage multiple projects, lead stakeholder communications, and represent the company in client sessions with up to 20% travel.

Own strategic customer relationships, adoption, outcomes, renewals, and expansion for enterprise accounts. Lead executive business reviews and escalations while diagnosing technical issues hands-on. Design ServiceTitan configurations, workflows, reporting, data solutions, and integrations; collaborate with Implementation, Support, Product, and Engineering to resolve issues. Use SQL, reporting, and AI tools to identify patterns, create scalable solutions, and develop reusable documentation and enablement assets.

Leads a seven-person Customer Success team across named and pooled engagement models. Responsibilities include coaching, hiring, workload allocation, queue health, adoption, churn and downgrade reduction, escalation management, expansion opportunity identification, reporting, CRM data quality, and continuous improvement of CS plays and workflows. The role partners cross-functionally with Support, Product, Implementation, and Sales and requires up to 25% travel.

Manages client relationships and service delivery for managed security services engagements. Coordinates workstreams, contractual commitments, business reviews, reports, onboarding, remediation plans, and operational outcomes. Acts as the primary customer contact, communicates technical and investigative findings, supports renewals and budgeting, and identifies cyber and operational risks. Requires technical knowledge of cloud, networking, Windows, security operations, vulnerability scanning, and disaster recovery, with domestic travel up to 10%.

Manage enterprise and mid-market customer portfolios as a trusted advisor. Develop account strategies, monitor adoption and churn risk, lead business reviews, secure renewals, identify expansion opportunities, negotiate agreements and price increases, and coordinate resolution of complex technical issues. The role requires collaboration with sales, marketing, product, support, and technical teams while maintaining accurate CRM records and meeting retention and growth targets.

Own a portfolio of publisher accounts, driving renewals, upsells, cross-sells, revenue growth, platform adoption, and long-term client value. Serve as a strategic advisor, lead executive and operational client engagements, analyze performance, provide recommendations, manage forecasts and account health, maintain Salesforce records, and deliver onboarding, demos, and training. Collaborate with Sales, Product, Supply Operations, and Support teams on client outcomes, RFPs, and product improvements.

Own a portfolio of banking and credit union clients, driving product adoption, renewals, retention, expansion, and executive engagement. Lead business reviews, success planning, escalations, and onsite client meetings while coordinating with Implementation, Support, Product, Engineering, and Marketing. Identify account risks and growth opportunities, communicate client feedback internally, and ensure customers achieve ongoing value from the digital banking platform.

Own strategic enterprise customer relationships from pilot through adoption, renewal, and expansion. Build account plans, engage executive sponsors, lead business reviews, support deployments, drive commercial expansion, manage escalations, provide product feedback, and develop customer case studies. The role also helps establish the enterprise customer success playbook and requires 30–50% travel.

Own a portfolio of 80–100 EMEA customers, leading onboarding, adoption, ROI realization, technical issue resolution, training, and retention efforts. Partner cross-functionally with Sales, Marketing, and post-sales teams; provide customer updates, develop best practices and case studies, identify expansion opportunities, and coach customers on revenue, sales, marketing, and customer success operations. The role requires technical proficiency with JavaScript, HTML, CSS, Salesforce, and marketing automation platforms.

Manage strategic B2B SaaS accounts by driving onboarding, adoption, retention, executive relationships, quarterly business reviews, expansion opportunities, and commercial negotiations. Translate customer feedback into product insights, support custom Salesforce reporting and workflows, monitor account health, resolve issues, maintain CRM data integrity, and collaborate cross-functionally to maximize customer ROI.

Provides expert technical guidance to customers adopting and scaling cloud-native platforms. Responsibilities include architectural advising, platform implementation support, troubleshooting distributed systems, reviewing code, collaborating with engineering and sales teams, contributing to open-source projects, and maintaining strong customer relationships. The role requires Kubernetes experience, programming knowledge, technical communication skills, and empathy in high-pressure support situations.

Own the post-sale customer lifecycle for enterprise software customers by driving adoption, value realization, retention, and growth. Build executive relationships, develop customer success plans, coordinate cross-functional resources, resolve complex issues, communicate product value, and support renewals through metrics gathering, pricing, quoting, negotiation, and closure.

Manage an enterprise customer portfolio focused on retention, expansion, adoption, and measurable business outcomes. Serve as a strategic advisor to executive stakeholders, analyze performance data, guide customers through AI-driven search and digital marketing changes, identify growth opportunities, support renewals, and lead escalations. Use AI tools to generate insights, improve execution, and translate complex market and competitive trends into actionable recommendations.

Manages strategic public-sector customers using Tableau and Salesforce, serving as the primary accountability point for adoption, value realization, renewals, expansion, technical health, and incident coordination. Builds executive relationships, tracks platform usage, leads enablement and business reviews, recommends improvements, and translates technical concepts into business outcomes. Escalates complex data, integration, automation, and configuration issues while partnering with Sales, Engineering, and Product teams.

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.

Own a portfolio of high-value enterprise accounts, driving customer outcomes, retention, advocacy, and expansion. Lead onboarding, adoption, QBRs, executive conversations, account planning, and value realization. Identify expansion opportunities across teams, use cases, stakeholders, seats, and products while partnering with Sales and cross-functional teams. Use customer data to identify risk and growth opportunities, build multi-threaded relationships, and influence product and go-to-market strategy.

Serve as the primary customer success contact for hotel clients, helping them adopt, optimize, and expand use of the company’s SaaS platform. Responsibilities include strategic business reviews, data-driven coaching, renewal and expansion support, issue resolution, onboarding transitions, product feedback, and customer journey improvements. The role is remote, requires West Coast residence, executive-level communication, and travel up to 35% for client meetings and industry events.

Manage a portfolio of mid-market B2B SaaS customers, driving adoption, retention, renewals, expansion, and measurable business outcomes. Build executive relationships, create strategic account success plans, monitor customer health, lead executive business reviews, identify risks and growth opportunities, and collaborate cross-functionally with Sales, Product, Support, Professional Services, Finance, and Marketing. Serve as the customer advocate and trusted strategic advisor.

Own customer relationships and health for enterprise learning accounts. Lead health checks, executive business reviews, account action plans, adoption initiatives, and risk management. Advise customers on L&D program success, platform utilization, and product value while collaborating with Product, Sales, Marketing, and Support. Identify expansion opportunities, advocate for customer needs, support migrations, and maintain accurate health documentation to drive retention and growth.

Own post-implementation relationships for Tier 1 enterprise clients, driving onboarding, product adoption, client health, value realization, retention, and renewal readiness. Lead executive business reviews, maintain success plans and CRM records, coordinate cross-functional teams, monitor utilization and engagement metrics, and communicate client insights to internal leadership. Partner with Account Managers on account strategy and develop scalable playbooks for onboarding, health recovery, and executive engagement.

Drive adoption, retention, and expansion for strategic SaaS customers by advising executive sponsors, aligning solutions with business goals, overseeing training and best-practice development, enabling features, and collaborating with sales on renewals and growth. The role also involves assessing customer requirements, managing complex implementations, facilitating customer communities, and communicating application and industry best practices.

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.