Top Tech Jobs & Startup Jobs in Chicago, IL

Designs, deploys, and maintains AI and machine learning solutions, including generative AI, LLM, RAG, and conversational AI applications. Owns agentic engineering infrastructure, application guardrails for patient-care workflows, data pipelines, analytics, model governance, monitoring, and cloud deployment. Provides architectural leadership, improves engineering throughput, ensures privacy and compliance, and translates business needs into scalable AI solutions.

Owns the organization’s business intelligence environment, including Power BI reports, dashboards, datasets, refreshes, workspaces, access, and data pipelines. Integrates clinical, billing, and vendor data into a central warehouse, manages vendor data exchanges, establishes KPIs, and presents actionable findings to internal teams and executives. Requires strong SQL, Power BI and DAX expertise, AI-assisted development skills, API and integration experience, C# literacy, and at least three years supporting production data and reporting systems.

Build and operate Node.js and TypeScript backend services using durable workflows and AI-assisted development. Define service patterns, orchestrate migrations, maintain MCP and AI workflow tooling, and improve observability through metrics, alerts, dashboards, and tracing. Handle production incidents, contribute targeted frontend changes in React and Angular, and collaborate on architecture and code reviews in a fully remote environment.

Own recruiting searches for K-12 schools, including defining candidate profiles, sourcing and engaging candidates, conducting phone screens, and delivering evidence-based recommendations. Manage school partner relationships, communicate search progress, and maintain accurate records. Use AI-enabled recruiting tools, test product features, provide feedback to engineering and product teams, and share workflows that improve candidate quality and search outcomes.

Deploy and support computer vision systems at customer sites, including provisioning Linux edge computers, NVIDIA Jetson devices, cameras, networks, and modems. Conduct site assessments, install and validate equipment, coordinate contractors and customer IT teams, manage inventory and shipping, monitor systems, troubleshoot incidents, and document procedures. The role requires regular U.S. travel, occasional off-hours work, physical equipment handling, and clear customer communication.

Leads systems engineering for complex spaceflight electronics, including requirements development, systems analysis, technical baseline management, verification, validation, and design reviews. Collaborates across mechanical, electrical, software, and firmware disciplines; supports program execution, customer interactions, new product development, and proposals. Requires advanced technical judgment and experience delivering aerospace hardware from concept through qualification, production, and customer delivery.

The Assistant Controller leads accounting operations, close processes, financial reporting, treasury activities, audit support, GAAP compliance, and internal controls. The role prepares financial statements and management reports, supports budgeting and forecasting, evaluates accounting standards, and partners with leadership on strategy and process improvements. Responsibilities also include managing external auditors and leading, developing, and mentoring accounting staff. This is a remote position available in most U.S. states.

Owns new-business sales to large enterprise customers, managing complex opportunities from prospecting through negotiation and close. Builds executive relationships, develops business cases, positions Zendesk’s service and AI solutions, coordinates cross-functional specialists and partners, maintains forecasts and CRM accuracy, and ensures effective post-sale handoff. Requires consultative selling, enterprise SaaS experience, commercial judgment, AI literacy, and success delivering measurable growth outcomes.

Own and administer PetScreening’s HubSpot CRM and revenue technology stack. Build automation, manage integrations and Snowflake data flows, enforce data governance, resolve sync issues, evaluate GTM tools, and deliver systems projects. Partner with Revenue Operations, Data Engineering, Sales, Customer Success, Marketing, Finance, and Client Experience to translate requirements into scalable solutions and improve user adoption.

Generates and closes new B2B business through outbound prospecting, cold calling, networking, presentations, negotiation, and pipeline management. Engages transportation companies regarding carrier qualification and DOT/FMCSA compliance services, maintains Salesforce records and forecasts, and collaborates with Customer Success and Operations on implementation. The role is remote with travel for client meetings, trade shows, and industry events.