Top Software Customer Success & Experience Jobs in Chicago, IL

As a Forward Deployed Accountant, you'll lead the deployment of AI Agents for corporate customers, automating accounting workflows, delivering training, and supporting product improvement while performing customer-facing tasks in a hybrid work environment.

Manage a portfolio of SMB customers in North America to drive retention, upsell and product adoption. Build relationships with key stakeholders, analyze usage data, deliver business reviews, coordinate internal teams for smooth roll-outs, and prioritize account growth and issue resolution to meet quarterly targets.

The Director, Customer Enablement & Learning will manage customer training and learning experiences for Applied's software, focusing on strategies that increase customer proficiency and adoption while leading a dedicated team.

Manage a portfolio of small-to-mid customers and support senior CSMs on strategic accounts. Drive adoption and onboarding best practices, troubleshoot issues, coordinate internal teams, track customer activity and risks, and align the platform to customer goals to deliver measurable value.

Provide operational client support for investment accounting and reporting, resolving inquiries on financial statements, reconciliations, and investment data. Perform account setup, compliance checks, data validation against market sources, use internal tools, manage workflows to meet quality/productivity metrics, handle complex queries, support projects, and coach junior staff to improve client experience.

Serve as the primary technical advocate for a portfolio of named customers, owning platform integration, performance, escalations, and troubleshooting. Collaborate with Customer Success and Recurring Services to drive adoption, remove technical barriers, analyze support trends, run technical reviews, and transition clients from onboarding to ongoing support.

Own customer success for HERE location products: develop and execute success plans, drive adoption, retention and expansion, manage complex cross-functional deliveries, act as technical customer interface, provide product feedback, consult on Navigation/IoT/LBS solutions, and travel up to 25%.

Lead a remote team of 10–12 Account Managers focused on SMB Food & Beverage merchants to drive upsell, retention, adoption, and customer satisfaction. Coach and develop the team, run pipeline reviews and 1:1s, handle escalations, partner cross-functionally with Product, Operations, and Sales, and support OKRs and program improvements. Travel approximately quarterly for team or customer meetings.

Lead a remote team of 10-12 Account Managers serving SMB Food & Beverage merchants to drive revenue expansion, software adoption, and churn reduction. Coach and develop the team through structured 1:1s, pipeline reviews, and performance cadences, partner cross-functionally to resolve escalations and surface merchant insights, support OKR execution and program improvements, and act as senior escalation for high-impact merchant situations. Moderate travel (~quarterly) required.

The role involves guiding customers through product offerings, solving urgent delivery issues, and building long-lasting customer relationships. It requires adaptability and a focus on customer experience.