Top Tech Jobs & Startup Jobs in Chicago, IL

Own the corporate finance cycle, including reporting, forecasting, annual planning, scenario analysis, KPI management, and budgeting. Partner with executives and Sales leadership on capital, pricing, headcount, and capacity decisions. Lead cross-functional financial data alignment, market and competitor research, and SaaS metrics development. Build AI-enabled finance tooling and workflows, improve automation, and communicate recommendations that drive organization-wide decisions.

Lead growth data science initiatives by partnering with Marketing, Sales, and Customer Experience leaders. Develop analyses, experimentation frameworks, and machine learning models for acquisition, engagement, retention, monetization, targeting, segmentation, uplift modeling, and lifetime value prediction. Productionize reliable models with engineering teams, communicate insights to senior stakeholders, establish experimentation best practices, and mentor junior data scientists. The role requires strong business judgment, advanced technical expertise, and experience operating in ambiguous, zero-to-one environments.

Analyzes claims data to identify trends, patterns, risks, and business opportunities. Retrieves, validates, and prepares data from multiple databases; creates reports, dashboards, visualizations, spreadsheets, and presentations; supports forecasting and reporting needs; collaborates with claims, underwriting, product, IT, and leadership teams; and communicates recommendations for business decisions and process improvements.

Investigates and resolves auto physical damage and property damage claims. Responsibilities include verifying coverage, setting reserves, arranging inspections and rentals, evaluating evidence, issuing payments, documenting claim activity, communicating with policyholders, and escalating complex or high-exposure claims. The role handles high call volumes, requires accurate decision-making and strong customer service, and includes eight weeks of paid training.

Leads cloud, application, data, and enterprise security architecture across a predominantly AWS-based healthcare environment. Designs security controls, IAM policies, network segmentation, infrastructure-as-code modules, automated detection and remediation, and CI/CD integrations. Provides technical leadership for incident response, vulnerability management, compliance validation, and secure Snowflake and generative AI workloads. Partners across engineering, cloud operations, reliability, data, architecture, and GRC teams while mentoring technical staff.

Ensures software quality and reliability by defining QA strategies, developing automated tests, troubleshooting complex issues, validating data, and conducting load and performance testing. Collaborates with Scrum teams, business stakeholders, and IT leadership; documents defects, supports SDLC processes, integrates testing into CI/CD, and mentors junior engineers. The role emphasizes scripting, API and end-to-end testing, SQL, cloud and container technologies, continuous improvement, and ownership of delivered solutions.

Manage a high-volume portfolio of healthcare facility customers, monitor engagement and account health, conduct outreach, support retention and re-engagement, deliver customer education, identify growth opportunities, and relay recurring customer feedback to internal teams. Track campaign and account performance, prioritize work using data, and contribute to scalable customer success programs.

Own Reflow’s product marketing from the ground up, including positioning, messaging, launches, campaigns, lifecycle content, customer marketing, competitive intelligence, distribution, and sales enablement. The role partners closely with founders, product, sales, and customer success; creates content and demos; defines ICPs and use cases; and uses customer and market data to improve marketing performance.

Build Python and SQL data pipelines, maintain data integrity, automate dashboards and reporting, and deliver actionable analytics. Develop AI- and LLM-assisted workflows for data enrichment, classification, summarization, and process automation. Support leadership decision-making, sales, customer success, and internal efficiency while communicating insights to nontechnical stakeholders. Evaluate, document, and monitor AI solutions for accuracy, cost, risk, and auditability.

Lead home health revenue operations teams responsible for orders management, pre-bill audits, held-claim resolution, medical records, and contract therapy workflows. Manage team performance, quality controls, SOPs, escalations, and billing readiness. Monitor operational dashboards and work queues to identify bottlenecks, improve processes, and reduce unbilled revenue. Partner with clinical, billing, product, engineering, and R&D teams to implement workflow improvements and automation.

Own dealership-focused products end to end, from customer discovery and workflow prototyping through launch, adoption, and measurable business impact. Partner with Engineering, Design, Sales, Customer Success, Marketing, and dealership teams to define AI agent behavior, quality standards, failure handling, pricing, pilots, and success metrics. Use product judgment, data, customer insights, and unit economics to prioritize opportunities and deliver reliable AI features.

Own the full sales cycle for EdSights’ Admit sales team, from territory prospecting and outbound outreach through presentations, pipeline management, forecasting, and closing. Build relationships with higher-education prospects, serve as a trusted advisor, and communicate the value of the company’s AI-powered student success platform. The role requires consistent quota attainment, independent pipeline generation, strong discovery and stakeholder management, and travel to tradeshows and onsite meetings.

Manage warm inbound leads from home improvement contractors, quickly qualify prospects, conduct discovery, deliver product demonstrations, and close deals, often during the first call. Maintain an active pipeline, meet monthly closed-deal quotas, accurately log activity in Salesforce and Dialpad, and transition new customers smoothly to Customer Success. The role focuses on short-cycle inbound sales for Hearth’s financing and AI products.