Top Tech Jobs & Startup Jobs in Chicago, IL

Manage Central People Operations by leading People Solutions Coordinators, optimizing HRIS workflows, ensuring employee data accuracy, resolving complex transactions, and improving service delivery. Drive automation and AI initiatives, operational reporting, audit processes, cross-functional partnerships, and medium-to-large projects. Coach the team, manage workload and SLA performance, establish procedures, and collaborate with Payroll, HR, Legal, Risk, Benefits, and Field Leadership.

Manages compensation programs for Operations and Growth, including hourly wage structures, location-based pay grids, minimum wage compliance, sales incentive plans, quota auditing, pay equity analysis, and executive reporting. Partners with HR, Talent Acquisition, RevOps, Finance, and operations leaders; configures compensation data in Workday and related systems; supports sales plan governance and equity administration during peak cycles.

Lead go-to-market strategy and joint co-marketing campaigns with high-value national account partners. Own property-level launches, deploy and optimize site-level digital media (Google Ads, Meta, geofencing), and manage performance dashboards and SEM spend. Act as consumer advocate using research and behavioral data, align creative, lifecycle, and events teams, and drive adoption of localized loyalty and reservation integrations to improve location-level performance.

Corporate Counsel will support senior legal counsel by advising Revenue and Operations teams, drafting and negotiating commercial contracts, assessing compliance and risk, developing legal strategies, coordinating disputes, managing outside counsel, and adopting AI tools to improve legal workflows. The role requires strong transactional expertise, legal writing, practical judgment, and the ability to manage multiple priorities in a fast-paced, collaborative environment.

Own the full sales lifecycle for healthcare and institutional accounts: source and qualify opportunities, lead complex RFPs, run discovery and demos, negotiate and close deals, collaborate cross-functionally on underwriting and compliance, and manage pipeline and forecasting in Salesforce.

Lead FP&A processes including forecasting, variance analysis, and board reporting. Build dynamic financial models for capital allocation and long-range planning, advise business units on OpEx/headcount, ensure data integrity, automate reporting, and document SOPs to improve finance workflows and decision-making.

Analyze deal structure, build and stress-test underwriting and proforma financial models, quantify client value, automate workflows, and partner with sales and operations to drive pricing, margin, and GTM decisions supporting revenue growth.

Serve as primary relationship manager for airline clients and vendor couriers, overseeing day-to-day operations, SLAs, and escalations. Produce QBRs and performance reports, leverage data and AI to improve logistics and ETA accuracy, partner with Product and Engineering on feature requests, and optimize vendor courier networks to drive operational efficiency and customer satisfaction.

Serve as primary relationship manager for airline clients and vendor couriers in baggage logistics. Oversee day-to-day vendor operations, enforce SLAs, lead QBRs, translate data into insights, handle escalations, and partner with Product and Engineering to implement AI-driven operational improvements.