Top Tech Jobs & Startup Jobs in Chicago, IL

Develop enterprise electrical engineering evaluation scenarios, reference designs, technical analyses, and rubrics for AI systems. Work spans power systems, grid infrastructure, semiconductor and PCB design, embedded systems, signal processing, and control systems. Apply circuit simulation, EMC/EMI compliance, control theory, reliability analysis, and US or international electrical standards. The role is fully remote, contract-based, and requires substantial senior-level industry experience.

Perform controllership and corporate accounting work, including financial statement preparation, journal entries, reconciliations, month-end close, fixed-asset schedules, accruals, and prepaids. Review AI-generated accounting outputs for accuracy, GAAP compliance, and professional judgment, then provide written feedback to improve accounting workflows. Collaborate asynchronously with an AI research team as a fully remote independent contractor.

Design evaluation tasks for AI systems in talent management, employee relations, compensation, compliance, and organizational design. Create HR scenarios, reference outputs, policies, investigation reports, compensation analyses, organizational design proposals, and expert-level rubrics across US and international employment-law frameworks. Apply HR methodologies and enterprise HR tools while distinguishing senior HR judgment from generic knowledge.

Evaluates AI-generated FP&A and corporate finance documents, spreadsheets, and presentations for accuracy, rigor, factual correctness, visual quality, and domain expertise. Provides structured written feedback using quality rubrics. This is a fully remote, flexible independent contractor engagement requiring at least five years of relevant experience and strong proficiency in Microsoft Office and Google Workspace.

Evaluate AI-generated legal and compliance work products, including documents, spreadsheets, and slide decks, against domain-specific quality rubrics. Assess accuracy, rigor, factual correctness, aesthetics, and presentation quality, then provide clear, structured written feedback. This is a fully remote, hourly independent-contractor engagement with flexible scheduling and weekly payments.

Analyze and annotate datasets for AI training, evaluate and refine model outputs, provide clear written feedback, solve cross-domain problems, follow quality guidelines, and communicate findings effectively in a remote contractor environment.

Review and assess public sector, legal, and go-to-market documents, providing structured feedback focused on quality, accuracy, relevance, and adherence to guidelines. The role requires strong analytical, written communication, document review, and attention-to-detail skills. It is a fully remote independent contractor position with flexible scheduling and weekly payments, open to applicants in the United States, Europe, the UK, and Canada.

Evaluate AI-generated documents, spreadsheets, and slide decks for accuracy, rigor, presentation quality, and domain-specific standards in People Operations and recruiting. Apply quality rubrics, identify factual and visual errors, and provide structured written feedback. This is a fully remote, flexible independent-contractor engagement paid hourly.

Review and assess domain-specific documents, provide structured feedback, and ensure quality, accuracy, relevance, and adherence to evaluation guidelines. The fully remote independent contractor role offers flexible scheduling, weekly payments, and project-based work for candidates with a bachelor’s degree, relevant professional experience, strong analytical and writing skills, and proficiency in Microsoft Office.

Evaluate AI-generated documents, spreadsheets, and slide decks for accuracy, rigor, presentation quality, and special education/IEP domain expertise. Apply specialized quality rubrics, identify factual and aesthetic errors, and provide clear written feedback. This is a fully remote, flexible independent contractor engagement paid hourly on a project basis.