Top Tech Jobs & Startup Jobs in Chicago, IL

Lead day-to-day management of multi-year data projects (Neighborhood Vitality Index, Hope Starts Here). Conduct quantitative and qualitative analysis, design and analyze surveys, coordinate with external partners and internal teams, perform stakeholder outreach and engagement, and produce accessible data products and communications for non-technical audiences to inform decision-making across Detroit-area organizations.

The Proposal Manager will oversee the end-to-end lifecycle of proposals, coordinating various teams to ensure compelling and compliant submissions across governmental and commercial opportunities.

Lead QA strategy and execution for ARBI and Athena: audit QA, define test architecture, build automated frontend/API/integration/regression suites, validate AI/LLM behaviors and data workflows, integrate tests into CI/CD, perform performance and reliability testing, and own release readiness, metrics, and QA operating rhythms across the product.

Part-time Graphic Designer (20 hrs/week) creating digital and print assets—presentations, marketing collateral, social and event materials—ensuring brand consistency, preparing production-ready files, collaborating with cross-functional teams, iterating on feedback, and maintaining design libraries and templates to support marketing, sales, and internal communications.

Lead and build the engineering organization for an AI-driven industrial commerce platform. Own architecture, data pipelines, ML and computer vision integrations, mobile sensor-enabled identification, enterprise system integrations (ERP/DMS), cloud infrastructure, CI/CD, and observability. Hire and mentor distributed teams, deliver rapid MVPs, and establish a scalable technical vision for identification, predictive enrichment, and commerce execution.

Support the Talent Acquisition team with sourcing, resume screening, interview coordination, ATS maintenance, candidate communication, job postings, employer branding, and recruitment reporting for nonprofit programs. Remote, part-time internship providing hands-on HR experience.

The Director of FP&A for Revenue & GTM will oversee revenue forecasting, sales operations, and commissions management, serving as the financial partner to the CRO.

The role involves building prototypes using Crossmint's APIs, engaging in community interactions, improving developer documentation, and facilitating workshops, with an emphasis on exploring new frameworks and tools in agentic AI and crypto infrastructure.

Lead benefits administration and client service for a portfolio of 20–30 employers. Manage renewals, open enrollment, onboarding, carrier/vendor communications, compliance, and enrollment updates. Serve as primary client contact, mentor Benefits Specialists, and collaborate cross-functionally to ensure high-quality benefits delivery and issue resolution.

As a Sales Team Representative, you will engage potential clients, set appointments, conduct qualification conversations, and reduce no-shows. This role is performance-driven and offers growth into a High Ticket Closer position.