Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Roadrunner’s integrated marketing, brand, driver recruitment and engagement, internal communications, customer outreach, talent acquisition marketing, content, and corporate communications. Owns multi-channel campaigns, paid digital advertising, analytics, website management, employer branding, and storytelling. Partners with executive leadership and cross-functional teams while building and managing a high-performing marketing organization. The role emphasizes measurable acquisition, engagement, retention, AI-enabled productivity, and consistent brand positioning across customers, drivers, employees, and candidates.

Drive digital product execution across mobile, web, and internal applications. Gather and translate business needs into requirements, user stories, process flows, functional specifications, and acceptance criteria. Collaborate with stakeholders and engineering teams to prioritize features, manage releases, test functionality, support adoption, and improve operational processes and user experience. Facilitate alignment across Operations, Technology, Customer Experience, and leadership while contributing to digital modernization and measurable business outcomes.

Leads software architecture, engineering execution, cloud and DevOps modernization, and delivery of secure, scalable .NET solutions. Designs APIs and service-oriented systems, modernizes legacy applications, drives Azure adoption, CI/CD, automated testing, observability, and application security. Partners across product, QA, infrastructure, data, and security teams; mentors developers, resolves complex production issues, and establishes engineering standards. The role is hybrid in Downers Grove, Illinois, with up to 5% travel and occasional after-hours support.

Creates and executes multi-channel marketing content across digital, print, social, video, events, website, and internal communications. Manages CMS updates, social scheduling, landing pages, campaign coordination, marketing calendars, vendors, budgets, and project systems. Produces recruitment, customer, owner-operator, and culture content while maintaining brand consistency. Uses AI and automation to streamline production and improves processes in a fast-moving, onsite environment.

Build and maintain mathematical optimization models for network planning, capacity allocation, routing, and freight operations. Develop production AI applications for process automation, document extraction, and decision support. Establish evaluation, validation, monitoring, and regression-testing frameworks for optimization and AI systems. Identify new business opportunities, prototype solutions, quantify impact, and scale successful initiatives. Partner with operations, pricing, sales, finance, engineering, and leadership to communicate trade-offs and deliver reliable analytical systems.

Design, build, and maintain ETL/ELT pipelines and SSAS tabular models. Develop complex T-SQL queries and Power BI reports. Ensure data quality, optimize performance, and support migration of legacy systems into Microsoft BI environments while collaborating with stakeholders.

Perform pricing analysis and execution: build and maintain pricing models, analyze customer and market data, support bids, identify trends and data issues, propose pricing solutions, and collaborate with Sales and Operations to improve pricing tools and processes.

Hands-on engineer to own and evolve enterprise voice, CCaaS, and real-time network systems. Lead Cisco UC and Teams Voice migrations, stabilize and optimize Five9/Zoom/NICE contact center platforms, troubleshoot across endpoint-network-platform-carrier layers, drive automation, monitoring, and security-aligned scalable infrastructure.

Own end-to-end Procure-to-Pay and Accounts Payable workflows, resolve invoice and PO discrepancies, perform vendor reconciliations, support month-end close and audits, and drive process and system improvements to ensure accurate financial reporting and timely payments.

Drive revenue growth for 3PL services by identifying and converting new business, managing pricing and contracts, expanding multi-level account relationships, and partnering with operations to ensure profitable execution. Maintain pipeline, protect margins, and support cross-functional initiatives while traveling within assigned territory.