Top Tech Jobs & Startup Jobs in Chicago, IL

Leads global compensation and benefits programs, including salary structures, incentive plans, equity, benefits, open enrollment, 401(k), leave administration, compliance, audits, and payroll coordination. Owns HR metrics, systems, policies, process improvements, change management, and AI-in-HR strategy. Partners with leadership, vendors, payroll, IT, and external stakeholders to improve employee experience and operational efficiency.

Own and scale Zippy’s wholesale and broker revenue channels by setting growth strategy, managing channel performance, expanding markets, developing partner acquisition and activation playbooks, and optimizing revenue. Establish metrics, reporting, operating cadence, and accountability systems; guide resource allocation; oversee partner ecosystem health; and align Growth, Product, Originations, Capital Markets, and executives around scalable execution and risk management.

Engineering interns support analysis, testing, consulting, data collection, technical calculations, field work, inspections, and engineering evaluations. They collaborate with multidisciplinary teams, prepare technical reports and presentations, apply engineering principles to client challenges, and present project results to leadership. The program provides hands-on experience, mentorship, and exposure to aerospace, energy, industrial, manufacturing, infrastructure, and emerging technology projects.

Monitor NBA and WNBA news, lineups, and storylines; create engaging social media posts for Underdog’s basketball accounts; develop evergreen content ideas; integrate products, odds, and markets into social content; and support backend administrative systems. WOOF WOOF

The Content & Prompt Operations Specialist manages AI-assisted content workflows, ensuring accuracy and engagement in content produced. Responsibilities include writing prompts, drafting content, proofreading, and improving AI outputs while following structured processes.

Develops and manages technology partnerships that expand Wikimedia product distribution and content reuse. Responsibilities include identifying partners, negotiating zero-dollar LOIs and MOUs, supporting attribution pilots, maintaining CRM pipelines, creating pitch materials and strategies, aligning partner needs with product roadmaps, coordinating cross-functional teams, attending industry events, and monitoring technology trends. The role requires strong technology and media connections, product fluency, negotiation skills, analytical ability, and independent program coordination.

Own the Konnect Developer Portal self-service experience, including application registration, credentials, teams, and environments. Lead discovery, roadmap development, user research, prioritization, cross-functional delivery, and KPI tracking across API, AI, gateway, lifecycle, monetization, and onboarding capabilities. The role requires strong developer empathy, experience with B2B SaaS or platform products, and the ability to connect frontend UX, backend integrations, and system design.

Lead end-to-end enterprise Contract Lifecycle Management implementations, from discovery through post-go-live optimization. Translate legal and business requirements into scalable workflows, approval hierarchies, templates, clause libraries, playbooks, integrations, and data migrations. Advise customers on CLM governance, maturity, AI-powered contract use cases, and operational excellence. Lead UAT, quality assurance, stakeholder training, adoption, and implementation strategy while supporting complex project management responsibilities.

Own a core product domain within Clarium’s healthcare supply chain platform, leading discovery, requirements, delivery, iteration, and product direction. Partner closely with engineering, design, data, sales, marketing, and customer success while engaging healthcare customers and stakeholders. Remove roadblocks, make tradeoffs, and establish product practices in a fast-growing startup. The role requires healthcare technology experience, enterprise workflow and integration expertise, and familiarity with driving change in large health systems. Epic integrations and AI-powered product experience are preferred.

Analyze operational, payment, enrollment, survey, and field data to identify fraud risks and anomalies. Design and validate fraud-risk indicators, support investigations, improve data quality, and translate findings into actionable recommendations. Partner with Product, Data Engineering, and operational teams to develop fraud-detection tools and improve controls. Document reproducible, audit-ready analysis while communicating uncertainty and findings clearly to nontechnical stakeholders.