Top Tech Jobs & Startup Jobs in Chicago, IL

Own the end-to-end architecture and roadmap for MyFitnessPal’s product data stack. Coordinate data platform contributions across engineering, analytics, and BI teams; establish data movement, standardization, governance, security, and compliance practices; evaluate and consolidate tools; manage access, licensing, and spend; and drive architecture standards, documentation, and adoption across the organization.

Support learners in a Python, Django, and React full-stack web development course. Responsibilities include assisting with education and learner success, communicating clearly, solving problems, creating engaging educational content, and providing tutoring or learner support remotely with flexible hours.

Own product strategy and outcomes for financial services and data platforms. Lead payments, billing, refunds, financial aid, data quality, analytics, and Microsoft Fabric migration initiatives. Partner with engineering, design, finance, compliance, and internal data users to frame problems, run experiments, prioritize investments, and improve payment success, chargebacks, data quality, Power BI adoption, and self-service analytics.

Work directly with customers to design, deploy, and integrate end-to-end AI evaluation pipelines. Curate data, define annotation schemes, set up LLM-based judges, run initial experiments, produce actionable results, and translate technical systems into practical workflows for users.

Provides Tier 2 technical support for Optain’s robotic retinal camera and software platform. Troubleshoots hardware, software, image quality, connectivity, EHR integration, and clinical workflow issues; handles medical device complaints under regulated quality processes; creates support documentation and training; improves internal tools and workflows; analyzes issue trends; and coordinates product, engineering, quality, regulatory, and customer success initiatives.

Build and manage sales pipeline through MSP events, conferences, roadshow dinners, field events, and high-volume outbound calls, emails, and LinkedIn outreach. Follow up with prospects, convert event conversations into qualified meetings, collaborate with Account Executives to improve messaging and handoffs, and maintain organized activity tracking. The role requires event confidence, strong communication, persistence, competitiveness, resourcefulness, and 1–2 years of BDR, SDR, or outbound sales experience, ideally in SaaS or cybersecurity.

Build and maintain responsive web, PWA, and mobile app experiences; design secure APIs and third-party integrations; develop conversational AI and voice bots; implement targeted messaging, ad-tech, analytics, and A/B testing; and optimize performance, reliability, and uptime. The role requires full-stack development, marketing technology integration, cloud and DevOps fundamentals, and collaboration in a fast-paced startup environment.

Develop and grow new and existing wholesale distributor accounts through prospecting, cold calling, customer relationship management, order entry, site surveys, and meeting sales targets and budgets.

Build and own the technical roadmap: design AI-first interfaces and APIs, architect scalable ETL pipelines, develop data models for ML features, ship autonomous B2B workflows (PO generation, vendor sync, schedule optimizations), and establish engineering standards, CI/CD, and mentoring.

Remote, unpaid internship for current high school students interested in AI, business, or startups. Interns receive training on AI agents and business software, test the Admitpro.ai platform by identifying bugs and evaluating features, provide product feedback, and create and present an independent competitor analysis and startup strategy project.