Top Tech Jobs & Startup Jobs in Chicago, IL

Manage sourcing, onboarding, and deployment of program personnel; collaborate with PMO and customer on resource forecasting; support financial forecasting, variance analysis, reporting, timesheet and training compliance, and process automation to improve resource and financial management.

Lead enterprise model-training strategy for Commercial AI products: fine-tune LLMs (QLoRA/LoRA/PEFT), train traditional ML models, design large-scale data pipelines, enforce data governance and PII handling, build reproducible experiment/training pipelines, optimize GPU/distributed training costs, and mentor teams to operationalize models into production.

Lead and scale company-wide people operations for a fast-growing digital consultancy. Oversee talent acquisition, HR compliance, HRIS management, compensation benchmarking, performance management, engagement, learning, succession planning, DEI initiatives, and partnership with business leaders. Manage recruiting leadership, onboarding/offboarding, and data-driven people programs while supporting government contracting requirements and occasional travel.

Remote contract paralegal handling escalated contact-center calls and emails, interpreting settlement agreements and court documents, liaising between contact center and client services, analyzing escalation trends, proposing script improvements, and resolving complex claimant issues.

Lead partner and affiliate marketing to grow SMB deposits and support SBA digital lending. Source, onboard, and manage B2B partnerships and affiliate agencies, optimize campaigns and landing pages, track KPIs (CPA, deposit volume, LTV), analyze performance, ensure regulatory-compliant messaging, and run outbound lead generation to convert high-intent borrowers.

Lead design and scaling of legal AI evaluation frameworks and benchmarks, build and maintain datasets, audit and score AI legal outputs, define metrics focused on reasoning and citation accuracy, and collaborate with engineering to translate legal errors into model fine-tuning feedback.

Design and build unified testing frameworks enabling portability across SIL, HIL, and simulation. Configure and maintain physical HIL benches and hardware interfaces, integrate automated HIL tests into CI pipelines, collaborate with software teams to improve HIL/CI systems, and monitor runtime performance, system health, and reliability metrics across testing platforms.

Lead U.S. trade compliance and international logistics: own trade compliance programs, policies, audits, HTS/ECCN classifications, customs reconciliation, and CTPAT security. Ensure GxP-compliant import/export operations, manage brokers and freight partners, coordinate international transport and cold chain, deliver training, identify risk mitigation and cost-savings, and advise leadership on trade regulatory impacts.

Client-facing Sales Vice President responsible for driving annuity sales through IMO distribution partners. Build and maintain relationships, present products, execute account-based strategies with National Accounts, manage territory activities and Salesforce data, and travel extensively to meet sales goals.

Drive sales and product specification adoption with US and Canada rail OEMs and operators. Build executive and cross-functional relationships, map accounts, forecast monthly sales, track opportunities, run engagement events, gather customer insights for product roadmaps, and coordinate with application engineers, quality, and local commercial teams to ensure coverage and solve complex rail customer problems.