Top Tech Jobs & Startup Jobs in Chicago, IL

Design, develop, and maintain automated tests for functional, regression, integration, and performance testing. Build test automation frameworks, integrate tests into CI/CD pipelines, analyze results, document defects, and collaborate with development and cross-functional teams to improve product quality and testing processes.

Designs, develops, tests, deploys, and supports UiPath automation workflows, bots, and reusable components. Responsibilities include analyzing business processes, gathering requirements, creating process and solution design documents, configuring Orchestrator, troubleshooting production issues, monitoring performance, maintaining documentation, and supporting compliance, deployments, and continuous improvement.

Own a North American enterprise territory and generate new business through outbound prospecting, account-based selling, executive networking, and events. Lead complex multi-stakeholder sales cycles from discovery through procurement and close, selling mid-to-high six-figure deals to C-level and VP buyers. Exceed quotas, forecast accurately, refine the sales playbook, provide product insight, and transition new customers to Customer Success.

Generates new business and expands existing pharmacy accounts by selling healthcare technology solutions. Responsibilities include prospecting, lead qualification, complex sales-cycle management, product presentations, competitive analysis, Salesforce CRM management, quota attainment, and cross-functional collaboration. Conducts quarterly business reviews at client locations, presents performance metrics, identifies improvement opportunities, and addresses client needs. Requires approximately 25% domestic and international travel.

Leads Tier 3 Support and Support Engineering across an international organization. Owns escalations, complex customer issues, bug triage, incident response, on-call coverage, Engineering partnerships, and customer-impact insights. Develops managers and specialists, manages BPO partners, improves escalation processes, applies AI and automation, and tracks support performance metrics. The role requires technical troubleshooting across integrations, payments, telephony, and AI voice systems.

Coordinates penetration testing engagements from scoping through delivery. Leads client calls, manages schedules, organizes access and engagement documentation, coordinates internal pentesting resources, communicates status, answers technical questions, and supports quality assurance. The role suits a junior pentester developing client relationship and project coordination skills while applying knowledge of networking, operating systems, command lines, web applications, vulnerabilities, and testing methodologies.

Designs, develops, and integrates business applications across Dynamics 365, Power Platform, Azure, and custom Microsoft-stack solutions. Responsibilities include solution architecture, application customization, APIs and event-driven integrations, platform modernization, ALM, CI/CD, deployment pipelines, and production support. The role also establishes engineering standards, evaluates technologies, collaborates with technical and business teams, and mentors junior staff.

Lead Dwellci AI’s technical vision, engineering organization, AI model development, and scalable 3D generative design platform. The CTO will establish architecture and engineering practices, build and mentor an AI team, guide product innovation, collaborate with founders and designers, engage investors, and advance generative AI, computer vision, and computational design capabilities for architecture.

Develop and customize Salesforce solutions using Apex, Visualforce, Lightning, Aura, SOQL, JavaScript, and triggers. Configure Salesforce objects, workflows, reports, dashboards, security, and administration across Sales, Service, and Community Cloud. Build integrations using REST, SOAP, WSDL, and Salesforce APIs; manage data migration, testing, troubleshooting, and deployments. Collaborate with U.S.-based business and IT stakeholders while supporting production systems.

Own and execute patient-facing content across the website, blog, print collateral, newsletters, webinars, and third-party listings. Develop content strategy, write and edit accessible healthcare messaging, maintain brand consistency, coordinate designers and developers, partner with clinical and marketing teams, manage user research, and optimize content using data. The role requires empathetic communication about obesity care and strong cross-functional project management.