Top Tech Jobs & Startup Jobs in Chicago, IL

Leads strategic process-improvement initiatives across digital marketplace operations. Maps current and future-state processes, conducts data analysis, develops business cases, manages improvement roadmaps, and oversees cross-functional project delivery. Partners with finance, analytics, and business stakeholders to influence priorities, implement changes, measure outcomes, and improve adoption. Requires strong communication, process design, executive presentation, and change-management skills.

Administer and improve Workday and multi-platform HR security, including role-based access, security groups, access reviews, request approvals, audit support, governance documentation, and compliance controls. Evaluate elevated access requests, identify risks, resolve routine issues, coordinate remediation, and escalate complex decisions. Partner with HR, IT, Legal, and Compliance stakeholders to strengthen policies, processes, and least-privilege access across Workday, Peakon, UKG, Prism, and HR data platforms.

Leads an instructional design team and oversees learning strategy, curriculum development, and delivery across Cox Automotive. Partners with stakeholders to identify capability gaps, prioritize investments, manage learning portfolios, and deliver instructor-led, virtual, digital, and blended solutions. Drives innovation using learning technologies and AI-enabled practices, measures program effectiveness, manages resources and priorities, and develops a high-performing team focused on business impact and continuous improvement.

Own actuarial models and client-facing reporting measuring cost savings, outcomes, and performance of healthcare prior authorization programs. Analyze authorization and claims data, conduct impact evaluations, reconcile projected and realized results, investigate trends, and present executive-level insights to customers and leadership. Partner with clinical, customer success, data, and actuarial teams while maintaining reproducible, auditable methodology and documentation.

Develop and maintain financial and cost-savings models for prior authorization initiatives. Analyze healthcare claims, authorization trends, decision patterns, and cost drivers; quantify projected savings; and deliver executive reports and recommendations. Partner with clinical and customer success teams to address authorization challenges, conduct post-implementation assessments, and refine savings strategies. This remote-first role requires approximately 5% travel for onboarding and occasional meetings.

Support the CFO through complex calendar and inbox management, executive communications, planning, meeting preparation, follow-up tracking, travel and expense coordination. Own Office of the CFO operating rhythms, improve processes, maintain accountability, coordinate cross-functional logistics, and build trusted relationships while handling sensitive information. The role requires regular in-person availability in San Francisco and effective use of collaboration and AI productivity tools.

Provides Tier 1 IT support for global associates, troubleshooting Windows and macOS endpoints, networks, identity and access, Microsoft 365, and software issues. Manages onboarding, offboarding, endpoint provisioning, and device administration using Intune, Autopilot, and Jamf. Documents resolutions, supports major incidents, escalates complex issues, and improves support processes. Requires up to 10% domestic and international travel and occasional after-hours support.

Designs and builds Salesforce architecture supporting patient, clinician, insurance, and operational workflows. Responsibilities include Salesforce development and automation, system integrations, data modeling, security, monitoring, recovery, technical standards, deployment processes, stakeholder alignment, and mentoring. The role requires architecture ownership for complex implementations and experience in regulated or HIPAA-compliant environments is preferred.

Build and scale backend security platform services, including authentication, authorization, identity infrastructure, permission systems, and data models. Lead cross-team technical initiatives, standardize security solutions, collaborate with compliance and mission stakeholders, and influence architecture and engineering standards. The role requires strong system design, backend development, security expertise, technical leadership, and the ability to operate in sensitive environments.

Supports a portfolio of commercial B2B SaaS customers by monitoring technical health, resolving bounded integration questions, improving platform adoption, and identifying renewal risks. Creates scalable enablement resources, including academy content, help articles, videos, workshops, and webinars. Partners with Customer Success, Product, and Education teams; documents issues, participates in UAT, supports AI-powered compliance workflows, and escalates complex technical problems.

Own three to five concurrent cross-functional programs spanning Finance, Product, Engineering, Legal, Operations, and Go-to-Market. Diagnose and redesign workflows, perform data-driven analysis, coordinate dependencies, communicate recommendations to leadership, and transition completed initiatives to permanent owners. Support FP&A, Deal Desk, business operations analytics, QBRs, and leadership offsites.

Own and deliver engineering onboarding across North America and EMEA, including technical learning, hands-on programming, onboarding plans, and community building. Partner with Engineering, Developer Productivity, SRE, Security, Architecture, Product, and corporate teams to create credible content covering AI-assisted development, testing, deployment, observability, and production support. Coordinate cohort logistics, gather feedback, and continuously improve onboarding operations and experiences.

Manage Fieldguide’s distributed generalist product support team. Own support metrics, ticket quality, QA, escalations, follow-the-sun handoffs, staffing, hiring, onboarding, and career development. Build 24-hour weekday coverage across the US, London, and Seoul, coach specialists, improve processes and runbooks, and bring customer insights into product and engineering decisions. The role remains hands-on with tickets and escalations.