Top Tech Jobs & Startup Jobs in Chicago, IL

Build and run a high-output AI-powered content factory producing multi-format content (video, ads, posts, email, landing pages). Own systems, workflows, and paid media execution (Meta, LinkedIn, Reddit), optimize performance, iterate fast, and drive demos and revenue.

Lead end-to-end program management for concurrent Information Security, IT/infrastructure, and Enterprise AI initiatives. Build and maintain project plans, RACI matrices, dashboards, and executive reporting; identify and mitigate risks; coordinate cross-functional working sessions; track action items and metrics; and drive follow-through to deliver programs on schedule.

Build and automate post-sale workflows—onboarding, billing, orders, renewals, and migrations—by translating contracts into billing configs, reconciling invoices, tracking activations, and integrating AI tooling. Work cross-functionally with Sales, Revenue Ops, and Solutions and handle customer-facing billing and onboarding issues to improve accuracy, speed time-to-activation, and surface expansion opportunities.

Drive new business sales by developing consultative relationships with brokers, agents, and distributors across the territory. Manage target accounts and pipeline, conduct market analysis and presentations, influence RFPs, coordinate with internal teams (implementation, underwriting, marketing), use Salesforce for reporting/forecasting, and meet annual sales, growth, and reenrollment goals.

Lead FP&A processes including budgeting, forecasting, financial modeling, profitability and variance analysis. Provide strategic insights to senior leadership, maintain data integrity, use analytics and AI tools, and drive continuous improvement in reporting and financial planning.

Lead technical discovery, demos, and POCs for Omni's AI analytics platform; partner with sales to qualify use cases, transition trials to customers, mentor junior SEs, and provide product feedback.

Lead business development strategy and execution for value-based pediatric care. Originate and close complex partnerships, manage a BD operations direct report, align cross-functional stakeholders, maintain Medicaid program expertise, and represent the organization externally.

Own ongoing financial reporting and monthly leadership decks, perform ROI and margin analyses, track department-level KPIs, maintain BI and Salesforce data, partner with Data for pipelines, support ad hoc financial requests, and apply AI/automation to improve reporting accuracy and speed.

Lead and scale the Vertical Platform product layer, translating strategy into multi-year plans. Drive adoption, UX quality, growth experiments, and data-informed decisions. Partner with Design, Engineering, Marketing, and Data to deliver scalable platform-driven user experiences, hire and develop PM teams, and ensure cross-functional alignment and execution.

Lead learning and development for the Physician & APP Solutions Locums sales organization. Design scalable sales training, competency models, and career pathways; partner with cross-functional leaders; measure training effectiveness; standardize materials and delivery; foster continuous learning, coaching, and retention to drive recruiter productivity and commercial results.