Top Tech Jobs & Startup Jobs in Chicago, IL

Lead multiple engineering teams owning foundational services (identity, documents, payments, vehicle data). Grow managers and engineers, define strategy and roadmaps, ensure technical quality, compliance, operational readiness, cross-team collaboration, and financial sustainability of services.

Design, build, and maintain scalable batch and streaming data pipelines, cloud infrastructure, and the Enterprise Data Hub. Partner with stakeholders to productionize ingestions, ensure data quality, implement metadata/catalog solutions, mentor junior engineers, and support analytics and ML workloads using cloud and big-data tooling.

Research, catalog, and write accurate descriptions for collector cars consigned to Broad Arrow auctions and private sales; update vehicle database; collaborate with clients, Car Specialists, PR, Marketing, and Client Services; assist cataloging private collections; work on-site at live auctions domestically and abroad; perform other duties as assigned.

As a Data Scientist III, you'll build customer identity systems, develop recommendation models, predictive analytics for customer behavior, and collaborate with ML Ops and Data Engineering.

Lead product vision and roadmap for data and analytics products (ML, generative AI, data pipelines, BI). Translate business needs into developer-ready features, maintain backlog, collaborate with engineering and stakeholders, track KPIs, and drive adoption and continuous improvement.

Lead Duck Creek solution architecture across Policy, Billing, Claims, Agency/DMS domains. Decompose business capabilities into bounded contexts, design APIs and integrations (REST/SOAP, OpenAPI), define NFRs, author architectural decisions, and elevate Duck Creek platform knowledge across teams while communicating solutions to technical and nontechnical stakeholders.

Lead strategy and delivery for enterprise data, analytics, and AI/ML products. Manage a small TPM team, own portfolio roadmaps, prioritize platform investments, ensure model governance and compliance, and drive measurable business outcomes through cross-functional leadership and operational excellence.

Manage day-to-day execution for assigned APEX (Duck Creek) workstreams: maintain project plans, RAID logs, dependency tracking, status reporting, and stakeholder materials. Facilitate meetings, support change control, and ensure governance documentation for audits and SOX. Partner with Business, IT, and vendors to surface risks, escalate blockers, and contribute to EPMO standards and tools.

Create, verify, and publish accurate, engaging auction listings by communicating with sellers, collecting vehicle details, curating photo galleries, writing descriptions, tracking listings in internal systems, and meeting daily listing goals.

Create short-form video content daily for Hagerty and affiliated brands using archival and original footage; post and optimize across social channels; travel to film events and shoots; monitor performance and trends; moderate and respond to comments; use Sprout Social and other posting tools; collaborate and cross-train with teammates.