Top Tech Jobs & Startup Jobs in Chicago, IL

Serve as the internal customer advocate and technical pre-sales lead for finance-heavy billing and revenue recognition solutions. Translate complex billing and revenue requirements into configured demos, sandbox environments, and solution documents. Partner with Sales, Product, and Engineering to support discovery, RFPs, implementations, and handoffs for enterprise customers.

Provide clinical expertise to improve AI mental-health tools: annotate clinical interactions, evaluate psychotherapy datasets, design psychological testing scenarios, apply CBT frameworks, collaborate with engineers, ensure ethical standards, and drive research-backed AI improvements.

Serve as a domain expert in electrical engineering to identify and close knowledge gaps in LLMs. Collaborate with research teams to design and evaluate complex problems, provide detailed written feedback, and improve AI model performance. Remote, contractor role with weekly pay and flexible hours.

Design, implement, and optimize AI-driven solutions across the claims lifecycle (intake, investigation, adjudication). Build ML models for data extraction, fraud detection, reserve setting, subrogation, and adjudication decision engines. Collaborate with underwriting, fraud, legal, and IT to integrate models into operations and improve efficiency, accuracy, and compliance.

Drive data-informed capital allocation by building financial models (NPV, IRR), applying AI/ML for forecasting and scenario planning, creating build-vs-buy and prioritization frameworks, implementing decision-support systems, collaborating with cross-functional stakeholders, and monitoring post-investment performance to refine allocation models.

Guide research teams to close knowledge gaps in Statistics for LLMs: design and evaluate complex statistical problems and solutions, and provide clear written feedback to improve AI model performance.

Support the executive by cutting administrative workload 50% within 30 days, convert tribal knowledge into SOPs, manage weekly/6-month/2-year OKRs and org chart, configure productivity tools, proactively solve problems, and ensure clear, error-free communication across teams.

Serve as the internal customer advocate and pre-sales technical lead for finance-focused enterprise deals. Configure complex billing, pricing, metering, invoicing, and revenue recognition workflows; build demo environments; engage finance leaders; support RFPs and sandbox configurations; document solutions and handoffs; feed product and engineering with customer insights.

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.