Top Tech Jobs & Startup Jobs in Chicago, IL

The Director of Total Rewards oversees compensation, benefits, and HR systems, ensuring market competitiveness, compliance, and strategic governance. This role includes leadership of managers and partnerships with Legal, Finance, and IT to drive data-driven decisions across the enterprise.

Support underwriting, tracking, forecasting, and reporting for capital investments across 850+ senior housing communities. Build financial models, analyze project feasibility and ROI, prepare executive presentations, monitor budgets and variances, collaborate with internal teams and operating partners, and conduct occasional site visits to evaluate and review projects.

Own and administer Workday as the primary internal product owner: manage intake and backlog, configure business processes and security, troubleshoot issues, oversee AMS delivery, ensure data integrity and reporting, and partner cross-functionally to drive system enhancements, compliance, and process improvements.

The Machine Learning Engineer designs, builds, deploys, and maintains machine learning models, optimizing their performance for business value. Responsibilities include managing ML pipelines and collaborating with data teams to implement MLOps best practices.

Lead accounting, reporting, and analysis for Ventas insurance programs including captive arrangements. Manage close activities, claim payments, premium allocations, and third-party coordination. Strengthen controls, improve reserve accuracy, support audits, and partner with Accounting, Risk, and Tax to build scalable, GAAP-compliant insurance accounting processes.

The Director of Tax Planning will develop tax-efficient strategies for domestic and international transactions, manage tax risk, and ensure REIT compliance while leading a team.

The Manager, Tax Planning will develop tax-efficient strategies, execute transactions, and collaborate with cross-functional teams while mentoring junior members. Responsibilities include tax structuring, modeling, compliance, and stakeholder communication.

The Risk Manager, Insurance supports enterprise risk management and monitors insurance programs, analyzes policies, manages claims, and collaborates cross-functionally to mitigate losses.

Manage execution of capital construction projects for senior living portfolio. Coordinate designers, contractors, and stakeholders; solicit and evaluate bids; track project timing and spend; run regular update meetings; perform site visits; support investment strategy for acquisitions and transitions.