Top Tech Jobs & Startup Jobs in Chicago, IL

Lead Recruiter sources, screens, and hires healthcare professionals using job boards, social media, and ATS. Partners with hiring managers, schedules interviews, negotiates offers, manages onboarding, maintains candidate records, and represents the company at recruitment events to expand the talent pipeline.

Build and lead FamilyWell Health’s People function as its first full-time People leader. Responsibilities include HR infrastructure and HRIS, multi-state compliance, compensation and benefits, recruiting processes, workforce planning, performance management, employee relations, culture, and executive advising. The role supports a rapidly scaling mixed W-2 and 1099 workforce across clinical and corporate functions.

Own end-to-end acquisition of net-new B2B trade and hospitality accounts, including prospecting, pitching, closing, pipeline management, and relationship development. Build repeatable AI-powered outreach workflows, maintain CRM discipline, improve forecasting and conversion, and coordinate with merchandising, operations, and vendor teams to support trade clients and special orders.

Design and build interfaces for HUD’s AI agent training, evaluation, and marketplace products. Translate complex reinforcement learning workflows, agent runs, evaluation results, reward signals, and quality feedback into clear, actionable experiences. Collaborate with users, researchers, and engineers to ship polished products, conduct user discovery, improve usability, and develop reusable interaction patterns.

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.

Supports and optimizes indirect procurement operations through Coupa administration, P2P workflow execution, supplier onboarding, approval routing, invoice processing, reporting, governance, and audit readiness. The role improves workflows, catalogs, automation, data visibility, and user adoption; resolves system and transaction issues; supports Coupa implementations and UAT; trains users; and partners with Procurement, Finance, Legal, Accounts Payable, IT, and business stakeholders.

Build web-first product experiences, reusable components, RESTful APIs, and scalable data pipelines for Wikimedia’s web and mobile app surfaces. Deliver initiatives from discovery through production, emphasizing accessibility, performance, testing, observability, and maintainability. Collaborate with product managers, designers, analysts, and native app engineers in a fully remote environment while prioritizing user impact, technical quality, and pragmatic delivery.

Build and own Snout’s data foundation, including PostgreSQL and dbt warehouses, ingestion pipelines, dimensional models, data quality, documentation, and reliable rebuilds. Reconcile data from veterinary practice-management systems, support LLM/AI tooling, translate stakeholder needs into technical plans, and establish the foundation for a future data team and analyst.

Manages accounts receivable processing, reconciliations, payment research, collections, refunds, monthly close, journal entries, billing, renewals, audits, and reporting. Resolves member and stakeholder inquiries, supports financial controls, partners with Finance and IT on system issues, and improves AR processes and workflows. Requires strong accounting, analytical, systems, communication, and organizational skills.

Owns the full finance function for a growing e-commerce brand, including financial reporting, cash forecasting, budgeting, profitability improvement, process automation, SOP development, systems implementation, dashboards, and cross-functional financial planning. The role partners with executive leadership to scale financial operations and support sustainable growth.