Top Tech Jobs & Startup Jobs in Chicago, IL

Own the operating model, budgeting, forecasting, variance analysis, and executive financial reporting. Evaluate new products, markets, channels, partnerships, and vendor spend through financial modeling and unit economics. Support corporate development, capital markets, diligence, and build-buy-partner decisions. Lead planning-system implementation and business reviews while partnering with executives and functional leaders.

Lead Jerry’s creative function by developing, producing, editing, and optimizing performance-driven advertising across Meta, TikTok, YouTube, CTV, and emerging channels. Manage a creative team and agency partners, develop concepts and scripts, translate performance data into creative direction, maintain high visual standards, and use AI tools to accelerate production. The role combines hands-on video editing and production with team leadership, brand building, and performance marketing.

Own hands-on HR operations, including multi-state compliance, policy drafting, annual compliance audits, handbook updates, payroll and benefits escalations, leave questions, and process improvements. The role also reviews HR administration work, introduces AI-native workflows, and grows into broader day-to-day HR operations management.

Draft and negotiate partner and vendor contracts, conduct legal and regulatory research, support licensing and compliance, review products, investigate escalations, respond to regulatory inquiries, and improve legal policies and compliance systems. The role partners with Legal, Product, Engineering, Operations, and business leaders to provide practical recommendations on contracts, consumer protection, insurance, privacy, and emerging legal issues.

Own end-to-end recruiting coordination, including interview scheduling, candidate communications, LinkedIn outreach, take-home assignments, ATS management, document organization, and recruiter calendar optimization. Support urgent leadership recruiting needs, compensation-band updates, job postings, and interviewer training. The role emphasizes high-volume execution, process improvement, automation, urgency, precision, and proactive problem solving, with potential conversion from a three-month contract to a permanent position.

Own the operating model, annual budget, long-range plan, forecasting, variance analysis, executive reporting, and business reviews. Build financial cases for new products, markets, channels, partnerships, and vendor spend. Evaluate unit economics, capital allocation, and build-buy-partner decisions while supporting corporate development and planning-system implementation. Partner closely with executives and functional leaders to translate financial analysis into strategic decisions.

Own multi-state HR compliance, policy updates, annual audits, handbook refreshes, and escalated payroll, benefits, and leave questions. Review HR administration work, improve processes using AI, and gradually take ownership of day-to-day HR operations. The role requires hands-on in-house HR generalist experience in a fast-paced, multi-state environment.

Own the operating model, budgeting, forecasting, variance analysis, and executive financial reporting. Build financial cases for new products, markets, channels, partnerships, and vendor spend. Evaluate unit economics, capital allocation, and investment returns while supporting corporate development and planning-system implementation. Partner with executives and functional leaders to translate analysis into business decisions and establish scalable finance processes.

Concepts, produces, edits, and iterates performance-focused video ads across paid social, CTV, and emerging channels. Leads a small creative team, develops hooks and visual frameworks, monitors platform trends, uses AI tools to accelerate production, and collaborates with media, growth, analytics, and senior creative teams to improve creative performance.

Own hands-on HR operations across multi-state compliance, policy drafting, payroll, benefits, leave escalations, audits, handbook updates, and process improvement. The role will review HR administration work, lead the annual compliance audit and handbook refresh, and rearchitect HR operations using an AI-native approach. Candidates need at least two years of in-house, multi-state HR generalist experience and a bachelor’s degree.