Top Tech Jobs & Startup Jobs in Chicago, IL

The Chief Operating Officer will report to the CEO and oversee company locations, store leaders, operational infrastructure, organizational structure, and growth initiatives. Responsibilities include developing business strategies, improving sales, profitability, cash flow, processes, and staffing, managing vendor relationships, and building a strong company culture. The role requires senior operational leadership, P&L accountability, startup experience, staff development, service expertise, and knowledge of state and local laws.

Owns retention analytics for a new Loyalty & Retention organization, including churn definitions, survival analysis, forecasting, experimentation, acquisition attribution, satisfaction analysis, payment recovery, and save-desk performance. The role builds reporting and predictive models from scratch, partners with BI and actuarial teams, influences cross-functional decisions, and presents retention findings and forecasts to executives.

Design, develop, test, and implement business applications; transform requirements into solutions; write and maintain code; perform unit/system/integration testing; debug and resolve defects; provide level 2/3 technical support; participate in code reviews; recommend process improvements and support SDLC activities.

Leads AI-focused technical pre-sales, client discovery, solution architecture, and commercial planning. Designs scalable AI platforms across AWS, Azure, GCP, Snowflake, and Databricks; operationalizes LLMs and agentic workflows; and guides enterprise AI initiatives from pilots to production. Develops proposals, reference architectures, accelerators, thought leadership, and executive-ready ROI narratives while partnering with sales, delivery teams, and technology partners.

Own post-sale success for strategic healthcare accounts: drive adoption, realized value, governance, and retention. Build executive relationships, create multi-quarter value roadmaps, manage escalations, and orchestrate cross-functional teams to deliver measurable clinical, operational, and financial outcomes.

Lead the B2B payments sales at Finexio by closing mid-market accounts, building sales processes, and driving team metrics and accountability.

Manage and grow assigned sales campaigns by generating B2C and B2B energy sales through telemarketing, door-to-door, and event kiosk marketing; own day-to-day campaign operations, pitch, redirect customers, and close deals while meeting regional targets.

The GRC Analyst will operate and improve security compliance programs across SOC 2, ISO 27001, NIST, and FedRAMP. Responsibilities include risk and control assessments, audit readiness, evidence collection, remediation tracking, policy management, third-party risk, customer security questionnaires, and maintaining GRC systems. The role partners with technical and business teams, researches requirements, and uses cloud-based tools, AI, and automation to make compliance processes more scalable.

Manage customer relationships to drive adoption of Circadia's contactless sensing and predictive analytics platform across post-acute care providers. Coordinate onboarding, training, and integrations with EHR and care-coordination systems; monitor outcomes, surface clinical insights, troubleshoot issues with clinical and engineering teams, and ensure customers achieve measurable reductions in rehospitalizations and improved staffing efficiency.

Serve as the finance business partner for food brands, leading budgeting, forecasting, driver-based financial modeling, variance analysis, and KPI reporting. Provide actionable insights on pricing, promotions, assortment, and margin performance, build business cases and scenario models, support month-end close, and drive process and reporting improvements across merchandising, marketing, inventory, and accounting.