Top Tech Jobs & Startup Jobs in Chicago, IL

Build full-stack AI-powered video creation and collaboration tools, including rich multimedia interfaces, backend APIs, server-side processes, LLM-powered features, and conversational experiences. Work with generative AI, computer vision, and machine learning models in production. Improve system performance, reliability, and code quality while rapidly prototyping and delivering product features in a collaborative, high-ownership environment.

Designs, deploys, and maintains AI-driven automation across Accounting and Finance. Automates reconciliations, journal entries, accruals, close processes, and other accounting workflows; integrates ERP, POS, inventory, FP&A, and data warehouse systems; improves data integrity and reporting speed; and leads automation initiatives from pilot through enterprise rollout. The role also establishes standardized frameworks, monitors workflow performance, defines ROI roadmaps, and partners cross-functionally with Finance, IT, and Operations.

Write distinctive, engaging copy across blogs, newsletters, brand materials, sales and marketing pages, headlines, and campaigns. Collaborate with an editor and creative lead, respond constructively to feedback, iterate quickly, and support documentation and other writing needs. The role prioritizes a strong personal voice, creativity, versatility across formats, and a portfolio demonstrating range over specific years of experience.

Build and scale compliance processes for Lemonade’s P&C insurance products across Car, Home, Renters, and Pet lines. Develop policies, provide regulatory guidance to leadership, partner with Insurance Operations and Product, manage compliance projects, and improve processes through AI and automation while handling multiple priorities and deadlines.

Owns the company’s BI platform and data strategy across clinical, operations, finance, and HR functions. Responsibilities include setting the analytics product roadmap, governing data definitions and PHI, managing platform architecture, building dbt models and dashboards, delivering healthcare quality and value-based-care analytics, deploying conversational AI, coordinating vendors and multi-team programs, and developing an analytics team. The role requires hands-on ownership of clinical data, EHR integrations, semantic modeling, governance, and executive reporting.

Lead and coach a team of Technical Customer Support Specialists; own escalation playbooks, KPIs, and L2 technical investigations. Partner with Product and Engineering to resolve systemic issues, hire and onboard new reps, and ensure empathetic clinician-centered support.

Own the Data Extraction product from customer discovery through launch, adoption, and iteration. Partner with accounting professionals, Engineering, Design, Sales, Marketing, Customer Success, and Support to define requirements, prioritize capabilities, improve financial data retrieval and standardization, and develop automation and workflow solutions. Use customer feedback, product usage, and analytics to guide decisions and drive adoption. The role requires strong accounting knowledge and experience with data-intensive products, integrations, APIs, and SaaS product management.

Build and maintain enterprise data pipelines and infrastructure supporting natural-language querying, semantic search, knowledge graphs, and GraphRAG for the SEC. Responsibilities include onboarding data sources, processing XBRL and financial filing data, managing metadata and lineage, validating data quality, monitoring pipeline health, resolving integration issues, and using AWS data services. The role also requires compliance with federal security standards and collaboration with the Data Architect.

Support clients with Ellucian Colleague ERP implementation, configuration, integration, migration, system administration, troubleshooting, and technical support. Consult with clients to understand requirements, recommend solutions, manage project deliverables, and align systems with business processes. The role may focus on Colleague programming using Envision and UniBasic or system administration and integration, with opportunities to develop skills in modern web technologies, APIs, cloud platforms, and SaaS solutions.

Own go-to-market for Upbound’s AI inference portfolio, including positioning, messaging, competitive strategy, launches, enterprise buyer research, sales enablement, pricing input, and open-source-to-commercial narratives. The role requires customer-facing thought leadership through analyst briefings, executive preparation, public speaking, podcasts, and community engagement. Success requires deep B2B infrastructure product marketing experience, technical fluency, open-core experience, and the ability to launch emerging products rapidly.