Top Tech Jobs & Startup Jobs in Chicago, IL

PhD-level physicists will design challenging graduate-level physics problems and contribute high-quality datasets to improve AI model reasoning, ensuring scientific rigor and consistency while collaborating remotely and asynchronously.

Design and review consulting-style prompts, structured answers, and evaluation criteria to benchmark AI outputs against consulting frameworks. Provide structured feedback on clarity, logic, and business rigor. Conduct online research and synthesize insights to support evaluations and improve model alignment. Work remotely as an independent contractor on a flexible, part-time engagement.

Contract role combining actuarial science, risk management, and AI to improve portfolio performance. Responsibilities include loss and combined ratio analysis, portfolio risk assessment, catastrophe and exposure modeling, stress testing, and integrating ML to enhance pricing, reserving, and risk selection while collaborating with underwriting, finance, and product teams.

Senior sales hunter responsible for acquiring new enterprise clients for Analytics, AI/ML, GenAI, Data Science, and Data Engineering consulting services. Build CXO relationships, manage full sales cycle from prospecting to close, hit revenue quotas, leverage strategic partnerships (Microsoft, Databricks), and travel nationally to engage clients.

Manage and optimize end-to-end account reconciliations, intercompany eliminations, and chart-of-accounts governance. Identify discrepancies, perform variance analysis, and implement AI-driven automation and anomaly detection to reduce manual effort and accelerate close. Collaborate with cross-functional teams to resolve mismatches and improve financial data quality and reporting accuracy.

Validate and stress-test AI-generated insurance outputs across pricing, reserving, underwriting, and risk models. Review actuarial projections for accuracy and regulatory compliance, provide structured feedback, tag content by insurance domain, and support benchmarking of AI capabilities. Work remotely as an independent contractor on a part-time, short-term project.

Lead architecture and delivery of real-time stream-processing pipelines using Apache Flink and Java. Design scalable, event-driven, low-latency systems; optimize performance and reliability; deploy and manage cloud/containerized services; enforce CI/CD, testing, and observability; troubleshoot production issues; collaborate with cross-functional teams; and mentor engineering teams.

Work with research teams to close mathematical knowledge gaps in LLMs by creating and evaluating advanced math problems and solutions, and providing clear written feedback to improve AI model performance. Remote, part-time independent contractor role (15-20 hrs/week) with potential extension.

Review, validate, and refine AI-generated accounting analyses, audit reports, and financial statements for compliance with GAAP/IFRS. Tag content, provide structured feedback on accuracy and clarity, and support benchmarking of AI model performance in financial domains.

Design and implement AI/NLP solutions to automate insurance policy administration (issuance, endorsements, renewals). Translate policy language into models and rule engines, integrate with PAS, ensure regulatory compliance, monitor model performance, and support underwriting, operations, and exception handling.