Top Tech Jobs & Startup Jobs in Chicago, IL

Build and operate identity, endpoint, SaaS, and IT automation infrastructure. Develop API integrations, AI-powered workflows, identity lifecycle automation, device management, security controls, and audit-readiness processes. Manage macOS and iOS fleets, strengthen access security, and own complex technical projects from design through operation. Collaborate with IT Operations, Security, Revenue Operations, and business teams to deliver reliable, scalable systems using code, infrastructure as code, testing, monitoring, and documentation.

Build Cadence’s testimonial content engine by identifying and contacting patients and providers, conducting compliant interviews, producing transcripts and first-cut edits in Descript, organizing assets, surfacing compelling stories, applying AI productivity tools, and coordinating with design and marketing to distribute testimonial content across owned channels.

Own provider relationships and end-to-end deployment of Cadence’s clinical programs across physician practices and health systems. Drive clinician and patient adoption, monitor engagement metrics, present performance reports, identify expansion opportunities, and resolve workflow issues. Partner with internal Partnerships, Product, and Care Delivery teams to improve services and scale provider programs. This fully remote, field-first role requires frequent national travel, local driving, and onsite meetings with clinical and administrative stakeholders.

Provide hands-on IT support for a distributed workforce, managing endpoint devices, identity and access, SaaS platforms, onboarding and offboarding. Troubleshoot complex macOS, iOS, authentication, connectivity, browser, and application issues; administer MDM, Okta, Google Workspace, Slack, and Zoom. Build automations, maintain inventories and access reviews, improve workflows, document runbooks, and coordinate technical changes across IT, Security, People, and business teams.

Leads compensation and benefits programs, including vendor management, benefits operations, open enrollment, compensation cycles, market benchmarking, equity coordination, and executive compensation analysis. The role also manages the transition from a professional employer organization to direct benefits administration, ensuring accurate systems, compliance, employee support, payroll reconciliation, and cross-functional execution.

Manage high-volume, multi-state leave cases from intake through closure, including FMLA, ADA, PWFA, USERRA, state leave, accommodations, intermittent absences, payroll coordination, vendor communications, and return-to-work processes. Support employees and managers through ticketing systems, maintain accurate HRIS and leave records, conduct audits, track deadlines, resolve discrepancies, and escalate complex compliance or accommodation matters.

Process accurate, timely multi-state US payroll across biweekly and semimonthly pay groups. Perform payroll audits, tax and compliance support, reconciliations, garnishments, benefits and retirement deductions, employee support, reporting, and system testing. Partner with Finance, Benefits, and People to resolve discrepancies, maintain controls and documentation, support audits and year-end activities, and improve scalable payroll processes in a fully remote environment.

Own the analytical strategy for a digital primary care program by defining KPIs, building dbt data models, maintaining the Snowflake/Fivetran/dbt stack, and delivering analytics, forecasting, revenue modeling, dashboards, and AI-assisted workflows. Translate patient, EHR, clinical, and operational data into actionable insights for product, care delivery, operations, leadership, health systems, and payers.

Owns full-cycle recruiting for Clinical Navigator and other healthcare roles. Responsibilities include managing requisitions and pipelines in Greenhouse, sourcing passive candidates through LinkedIn Recruiter and Boolean search, partnering with clinical operations leaders on structured interviews, screening candidates, analyzing recruiting funnel data, and building talent pipelines for anticipated hiring needs in a remote, fast-paced environment.

Product Management Intern responsible for discovering patient, clinician, and care-team needs; translating ambiguous problems into product requirements, workflows, and success metrics; and partnering with engineering, design, clinical, and operations teams to prototype, launch, and iterate AI-powered healthcare experiences. The intern will own a defined product initiative from discovery through iteration, contribute to mock prototypes and code, and support activities such as patient-call shadowing and care-team training.