Top Tech Jobs & Startup Jobs in Chicago, IL

The Director of Finance owns budgeting, forecasting, accounting operations, cash flow, reporting, payroll, reconciliations, internal controls, and audit readiness. This role leads the finance and accounting team, develops scalable financial systems and processes, manages financial risks, and provides executive leadership with modeling, performance insights, and strategic analysis. The position supports high-volume transactions, wallet liabilities, vendor ecosystems, and growth initiatives in a fully remote environment.

Leads financial management through budgeting, forecasting, reporting, month-end and year-end close, reconciliations, payroll, contractor payments, and accounts payable and receivable oversight. Analyzes profitability, revenue, and cash flow metrics; supports accounting policies, internal controls, and scalable processes. The role also contributes to cross-functional projects and requires strong analytical, communication, collaboration, and management skills.

Leads risk management and trading operations for sports gaming products, including pricing, market-making, exposure monitoring, trading limits, analytics, and strategy development. Manages risk analysts and traders, evaluates market trends and customer behavior, collaborates with marketing, product, and technology teams, and communicates recommendations to senior leadership. Requires flexibility to work outside regular business hours.

Manage sports platform operations, develop risk management frameworks, and oversee trading activities to optimize profits in sports gaming.

Lead promotional strategy and execution: design incentives, own promotional calendar and economics, run competitive intelligence, measure performance and incrementality, partner cross-functionally to optimize offers and testing frameworks.