Top Tech Jobs & Startup Jobs in Chicago, IL

Design and implement high-quality React + TypeScript applications and shared MUI component libraries. Lead frontend architecture, own features end-to-end, ensure accessibility, performance, reliability, and mentor teammates. Collaborate with product, design, and backend teams and help define and ship trustworthy AI-enabled UX features.

Lead client relationships for complex defined benefit deliverables: provide subject-matter expertise on DB regulations, consult on plan design and compliance, drive in-year revenue growth and upsells, manage contract/SLA/margins, partner across teams to improve delivery efficiency, and communicate with senior/executive client stakeholders.

Lead product efforts to maximize revenue per user across DTC insurance shopping and comparison funnels. Own roadmap, design and build end-to-end UI/UX, optimize form flows, run A/B tests, and improve downstream lead quality and monetization. Partner with engineering, data, and design to implement tracking, instrumentation, analytics, and backend integrations, driving measurable conversion and revenue outcomes.

Lead design and build of production Generative AI solutions (document intelligence, RAG, semantic search). Implement and optimize LLMs, embeddings, and agentic workflows, deploy on Google Cloud/Vertex AI, apply MLOps, monitor performance, and collaborate with clients to translate requirements into scalable, cost‑efficient AI systems.

Lead GoFundMe's global payments legal strategy and advise C-suite on payments, fintech, and financial services matters. Partner cross-functionally with Product, Engineering, Compliance, Risk, and Finance to enable product innovation, regulatory compliance, licensing, and supervisory examinations. Build governance, legal operating models, scalable review processes, and commercial frameworks. Negotiate and counsel on strategic payment partnerships, card/ACH network rules, AML/BSA, KYC/KYB, sanctions, and cross-border regulatory matters to support platform expansion and risk management.

Own full-cycle recruiting for technical roles, partner with hiring managers to define roles, source and close candidates, build scalable systems and pipelines, optimize hiring with data, and support a global, remote people team while acting as a culture ambassador.

Full-stack Engineer II responsible for designing, implementing, and testing backend services and user interfaces. Work includes API development, data modeling, optimizing data operations, implementing automated tests, and improving CI/CD pipelines. Collaborate with UX, product, and teammates to deliver medium-to-large features and reduce technical debt.

Entry-level marketing role supporting event management (trade shows, conferences, webinars) and broader marketing activities including email, social media, digital ads, content creation, website updates, and project coordination. ~50% events; remainder supports campaigns, collateral, vendor coordination, and on-site troubleshooting.

Lead a multidisciplinary delivery team for a major sports client, owning priorities, execution, quality, and operating systems across content, publishing, design, analytics, product, engineering and AI-enabled services. Drive staffing, standards, reviews, large operational projects and client communications while improving processes, tools (Airtable→Linear), automations and use of AI to increase speed and repeatability.

Own and run the end-to-end global go-to-market planning cadence. Coordinate cross-functional planning workstreams, manage risks and dependencies, produce executive-ready materials, implement planning systems, manage vendors, drive tool adoption and change management, and continuously improve processes to increase revenue predictability and execution discipline across Sales, Finance, Marketing, and Operations.