Top Tech Jobs & Startup Jobs in Chicago, IL

Supervises a Major Accounts team managing automotive client portfolios, supporting retention, growth, onboarding, training, conflict resolution, and account strategy. Partners with sales and internal departments, assigns account resources, oversees performance reviews, communicates company directives, and identifies upsell opportunities. The role requires digital marketing expertise, strong client relationship management, presentation skills, organization, and the ability to mentor teams and manage challenging client situations.

Provides first-level technical and customer support for automotive website products through phone, email, chat, and web channels. Diagnoses and resolves product issues, manages cases, escalates complex problems, documents customer interactions, educates clients, and coordinates with internal teams. The role also supports Dealer Inspire website functionality, inventory and lead capture processes, third-party tools, compliance requirements, service-level metrics, training materials, and consultative upsell handoffs.

Designs and optimizes cross-functional operational processes and workflows, ensuring products, tools, and initiatives are operationalized effectively. Serves as the intake and coordination resource for AI projects, evaluating use cases, supporting responsible adoption, tracking initiatives, and developing enablement materials. Partners with Product, IT, Operations, and external vendors to test processes, resolve gaps, improve efficiency, and communicate changes across the organization.

The Client Partner will grow revenue across Dealer Inspire and Cars Commerce Media Network by identifying, developing, and closing new business and upsell opportunities. Responsibilities include prospecting, sales presentations, product demonstrations, media planning, digital strategy consulting, website audits, negotiations, forecasting, and customer relationship management. The role requires automotive or digital agency experience, expertise in digital advertising, strong selling and presentation skills, and willingness to travel to client sites.

Prepares complex journal entries, reconciliations, and SEC financial reporting; supports monthly close, SOX controls, audits, accounting policies, process improvements, and financial analysis. Partners with departments, auditors, and business leaders to ensure accurate reporting, explain technical accounting matters, and improve accounting systems and workflows.

Own the vision and roadmap for strategic Dealer Inspire platform initiatives, driving cross-platform alignment across Cars Commerce business units. Lead platform evolution, AI product strategy, customer transitions, stakeholder management, and executive communication. Partner with engineering on architecture and technical trade-offs, coach product managers, define KPIs and OKRs, and deliver products across the full lifecycle from discovery through optimization and sunset.

Lead preparation and filing of SEC reports (10-Q, 10-K), deliver monthly financial reporting, support technical accounting research and SOX compliance, manage audit relationships, oversee PeopleSoft ERP finance tasks, coach direct reports, and improve processes using technology and AI tools.

The Senior Tax Manager at Cars Commerce will oversee tax operations, compliance, and strategy, manage ASC 740 provisions, and collaborate with finance teams.

Lead backend architecture and platform modernization for Dealer Inspire. Design and build scalable, API-driven microservices, tooling, and observability. Mentor engineers, drive cross-team standards, improve developer experience, participate in on-call rotations, and modernize legacy systems to meet SLOs.

Leads product strategy, roadmap, and development for Cars.com and Dealer Inspire media platforms. Owns on-site advertising, audience-based media activation, ad technology, data infrastructure, measurement, attribution, privacy, and build-versus-buy decisions. Manages and develops product managers while partnering with engineering, design, data, sales, marketing, and media teams. Drives measurable commercial outcomes, customer value, platform scalability, and alignment across media products.