Top Tech Jobs & Startup Jobs in Chicago, IL

Temporary 4–6 month role supporting corporate and regulatory legal work for a multi-state cannabis company. Responsibilities include entity formation and management, M&A due diligence support, contract review and negotiation, state regulatory filings, corporate governance, legal research, and assisting senior attorneys. Opportunity to gain cannabis regulatory and transactional experience.

Senior individual contributor who designs, develops, optimizes, and maintains complex SQL data solutions and Microsoft SQL Server instances. Leads data modeling, performance tuning, schema design, and data quality efforts; partners with engineering, ETL, BI, and product teams; drives standards, architecture, governance, and compliance for scalable, high-performance data platforms.

ProPublica’s Emerging Reporters Program awards five students $9,000 stipends, mentors, and a paid conference trip. Open to undergraduate juniors or seniors who demonstrate financial need and commitment to journalism. Runs late September–June with two stipend payments. Participants must be U.S. citizens or residents able to file taxes and provide a W-9 (SSN or ITIN). Mentors are matched by interest; conference expenses are covered. Program emphasizes diversity and inclusion.

Build, train, and evaluate machine learning models; prototype end-to-end solutions; produce analyses, dashboards, and visualizations; document processes; collaborate with product, engineering, and cross-functional teams to productionize models and support data-driven decisions.

Underwrite SBA 7(a), 504, USDA, and conventional commercial loans by analyzing financial statements, cash flow, collateral, and third-party reports; prepare credit approvals and memoranda; partner with BD, loan closing, and senior credit officers; ensure regulatory compliance and improve underwriting workflows, including thoughtful use of AI to accelerate analysis.

Design, document, test, and maintain end-to-end claims workflows and Confluence documentation. Build training materials and deliver instructor-led or virtual sessions, validate workflows in Javelina and HRP, support onboarding, and partner cross-functionally to ensure claims processes function as designed and remain accessible and accurate.

Lead strategy, roadmap, and execution for Treering Yearbooks. Use data, research, and cross-functional collaboration to improve activation, engagement, retention, and revenue. Define metrics, run experiments, build dashboards, and translate customer insights into product requirements. Guide discovery through launch and ensure stakeholder alignment and measurable outcomes.

Own the ecommerce and data product roadmap to grow acquisition, conversion, monetization, and retention. Use experimentation, analytics, customer research, and AI-driven features to optimize the search-to-purchase journey. Define KPIs, prioritize initiatives, run experiments, partner cross-functionally, and present results and strategy to executive leadership.

Sell Perceptyx enterprise employee-experience solutions by prospecting, managing full sales cycles, building executive relationships, developing account strategies, negotiating contracts, collaborating cross-functionally, forecasting, and meeting revenue targets.

Freelance Brand Designer to create campaign visuals, editorial assets, and expressive visual systems across earned and owned channels. Partner with leadership and marketing to shape launches, email, social, and blog imagery. Direct campaigns and execute high-quality assets while collaborating asynchronously with a small remote team.