Top Tech Jobs & Startup Jobs in Chicago, IL

Lead agentic delivery and large-scale data migration/modernisation programs, institutionalise DataOps and CI/CD, design multi-agent workflows for SDLC acceleration, ensure security and responsible AI controls, and manage large cross-functional agile teams and client engagements.

Remote part-time coordinator who schedules insurance appraisal appointments, supports homeowners with a mobile photo-capture self-survey app (ASSIST), updates work order statuses, meets productivity and quality goals, and communicates with managers, underwriters, agents, and policyholders to resolve technical or scheduling issues.

Entry-level software developer supporting insurance client engagements. Participate in Agile ceremonies, assist with design, development, testing, troubleshooting, production support, and release activities. Collaborate with onshore/offshore teams, support automation and process improvements, maintain technical documentation, and attend a two-week on-site training in Indianapolis.

Manage end-to-end sourcing for professional services categories including RFx creation, supplier identification and evaluation, commercial negotiation, and MSA/SOW contracting. Partner with stakeholders, conduct market research, maintain project trackers, ensure compliance, and deliver sourcing initiatives from requirements through contract execution.

Lead business analysis across the project lifecycle: elicit and document requirements, design solutions, support testing and implementation, manage scope and risks, facilitate stakeholder workshops, resolve issues, serve as LifePRO underwriting SME, and mentor junior analysts.

Receive, open, sort, prepare, scan, and archive documents. Perform mailing, data entry (~20 WPM), and prepare scanned documents for archive. Meet tight deadlines, identify form types, and handle packages; lift up to 25 lbs. Work shifts and use basic to intermediate MS Office tools.

Lead AI and analytics programs by facilitating stakeholder workshops, defining and prioritizing KPIs, translating business needs into data specifications, guiding data architecture and BI/dashboard design, validating outputs, and coordinating cross-functional teams to deliver stable, scalable analytics and RAG/AI solutions.

Partner with a sports-sector client to design, build, and deploy end-to-end machine learning solutions. Own modeling lifecycle, feature engineering, validation, automation, and integration with engineering teams. Use SQL and Python to extract data, build models (including NLP for surveys), and deliver reproducible analytics and measurable business impact.

Lead the TPA Implementation PMO for Life & Annuity platforms, governing a portfolio of conversions and transformation programs. Drive delivery excellence, financial and commercial management, stakeholder engagement, PMO CoE development, risk/escalation management, and build scalable PMO teams across product, technology, operations, and clients.

Lead end-to-end sourcing and category management for enterprise technology spend, focusing on cloud hyperscalers, data platforms, and AI. Develop and execute sourcing strategies, run RFx events in SAP Ariba, conduct market research, manage supplier selection and negotiations, collaborate with stakeholders (Legal, Finance, Security, Technology), and maintain project plans and reporting to optimize cost, consolidate vendors, and manage renewals and contracts.