Top Information Technology Jobs in Chicago, IL

Completes a nine-month sales training program focused on employee benefits, professional selling, and product knowledge. Supports sales offices through broker and customer meetings, cold calls, enrollment meetings, benefit fairs, post-sale service, and account executive assistance. Builds communication, presentation, negotiation, relationship-building, and analytical skills while learning MetLife’s group benefits products. Successful completion prepares the trainee to pursue an account executive role.

Develops and operates automated security data pipelines, ETL processes, Splunk analytics, dashboards, and compliance reporting. Integrates cloud, application, asset, vulnerability, AI security, and governance data to centralize risk visibility. Defines severity models, remediation SLAs, data-quality controls, and reporting standards while monitoring remediation performance and coordinating with engineering and security stakeholders. Supports AWS security analytics, CAASM integration, audit readiness, and executive risk communications.

Develop and maintain scalable backend advertising software using Python and Django. Responsibilities include designing RESTful APIs, analyzing requirements, integrating and releasing applications, supporting production deployments, troubleshooting complex issues, collaborating with QA and cross-functional teams, participating in code reviews, mentoring engineers, and promoting reliability and engineering best practices. The role is hybrid in Chicago and may require variable schedules, including nights and weekends.

Develops and operates centralized cybersecurity data pipelines, ETL processes, dashboards, and compliance reporting. Administers Splunk Enterprise and Enterprise Security, integrates cloud, application, vulnerability, asset, and AI security data, and defines risk prioritization models and remediation SLAs. The role monitors remediation performance, improves data quality, automates audit evidence collection, supports AWS security analytics, and communicates actionable risk insights to technical and executive stakeholders.

Designs and leads content strategy for Expedia and Insurance product experiences, including onboarding, education, transactional flows, notifications, and loyalty journeys. Responsibilities include UX writing, information architecture, content modeling, research-driven testing, analytics, accessibility, localization, content audits, and stakeholder facilitation. The role influences cross-functional teams to create scalable, inclusive, customer-focused experiences and explores AI technologies to improve content strategy and efficiency.

Develop and maintain iOS applications using Swift and related frameworks. Design testable mobile code, collaborate with product, design, and backend teams, and participate in API, system design, data modeling, and service integration. Integrate reliable AI/ML-enabled features, troubleshoot performance issues, resolve bugs, and support continuous improvement. The role also involves building scalable applications, optimizing performance, and applying mobile CI/CD practices.

Lead vision, roadmap, and commercial strategy for Expedia Group's Travel Media Network. Drive cross-functional execution, partner integrations, measurement and experimentation, and decisions on build/buy/partner priorities to scale ad-tech capabilities, advertiser outcomes, and traveler relevance.

Leads the technical direction and architecture of data product systems, including APIs, backend services, data stores, and processing systems. Builds and reviews production code, partners with product managers, data scientists, and ML engineers, and oversees system design, operations, observability, and on-call health. The role also mentors engineers, drives cross-team technical alignment, evaluates machine-learning production systems, and guides effective use of AI engineering tools.

Build AI-powered automation and tools for ServiceNow and other platform administration, inventory, release planning, environment lifecycle management, upgrades, and deployment processes. Identify process improvements, troubleshoot technical issues, implement ServiceNow products, and establish best practices while collaborating with technical and non-technical stakeholders. The role may require work outside core hours and on weekends.

Owns transformational enterprise sales pursuits from strategic discovery through close and early customer value realization. Leads deal strategy, commercial architecture, executive engagement, cross-functional orchestration, negotiations, and handoff to customer success. Develops transformation hypotheses with platform consultants, creates innovative investment structures, aligns partners and internal teams, and codifies pursuit best practices. Requires extensive enterprise software sales, large-deal pursuit, deal structuring, corporate strategy, or complex transaction experience.

Lead a 24x7 service desk team to meet SLAs/KPIs, manage real-time call and ticket operations, run performance management, ensure staffing and shift coverage, participate in on-call rotation, drive ITSM/Salesforce improvements, enforce security/compliance, and coordinate cross-functional escalations to maintain service availability and customer satisfaction.

Processes consumer loan applications while meeting quality and compliance standards. Handles inbound and outbound customer calls to verify application details, requests additional information, resolves issues through phone, email, or fax, and maintains accurate customer account records. The role requires strong communication, empathy, multitasking, adaptability, and comfort working remotely in a high-volume environment. A three-week training program is provided.

Handle inbound customer calls and inquiries, provide product and account education, process payments, create payment plans, resolve account matters, and maintain accurate customer records. The role requires empathetic communication, active listening, multitasking in a high-volume environment, adaptability to new technology, and effective remote work. Employees complete a four-week training program before specializing in a consumer lending brand.

Owns global accounting operations, financial close, consolidated reporting, revenue recognition, internal controls, and audit readiness for a global SaaS company. Leads Accounting, Accounts Payable, and Internal Audit; partners with the CFO, FP&A, IT, Tax, Treasury, and Commercial Operations; ensures US GAAP and statutory compliance; and drives process automation, organizational development, and scalable financial systems.

Develops messaging, content, go-to-market strategies, and integrated campaigns for Cloudflare One’s cloud and AI security products. Conducts market research, customer interviews, and segmentation analysis; partners with product, sales, engineering, analyst relations, and marketing teams; enables sales positioning; launches new services; and uses AI to automate research and content workflows.

Develops, validates, implements, and maintains quantitative risk models for derivatives pricing, margin, clearing funds, stress testing, CVA/CCR, volatility, and regulatory capital. Responsibilities include model prototyping, back-testing, documentation, code reviews, quality assurance, production support, and collaboration with risk managers, developers, validators, and business teams. Requires expertise in equity derivatives, financial risk analytics, Basel III, and SR 11-7 governance.