Telecommute Java Mainframe Developer Jobs in Chicago, IL

Job Description InfoTech Resources is seeking a Technical Lead for a 6+ month contract supporting a client's Enterprise Systems & Integrations portfolio. The contract will run from start date through the end of 2026 and is eligible for extension for 2027. The company is in the insurance industry and is based in the northern suburbs of Chicago.

The organization follows a hybrid work model requiring three days per week (Tuesday, Wednesday, Friday) on-site. This role serves as a senior technical delivery leader responsible for executing complex enterprise technology initiatives across enterprise applications, integration platforms, cloud technologies, automation solutions, and business-critical systems. The ideal candidate combines strong technical depth with proven technical solution delivery experience, enabling them to solve business problems in a complex technical environment, validate technical solutions, and drive successful execution of technology initiatives.

This position requires the ability to operate both strategically and tactically while ensuring projects remain aligned with architecture standards and business objectives. Applicants must have impeccable communication abilities with experience presenting solutions and status reports to senior executives (SVP- and C-level suite). Key Responsibilities Lead technical execution of enterprise projects and strategic technology initiatives across applications, integrations, and shared technology platforms Play a key role in delivery of large-scale technology projects including migrations, platform implementations, application transformations, and integration initiatives Provide technical leadership across vendor-led delivery models, including onshore and offshore resources Create, refine, and/or validate architecture alignment, technical designs, implementation approaches, testing strategies, and deployment plans for assigned projects within client's integration portfolio Drive end-to-end project delivery lifecycle: Technical inputs during Discovery & assessment Leading voice in solution planning & design Guide the building & implementation of solutions Testing & validation Production deployment & transition Ensure alignment with enterprise architecture standards, delivery governance, risk management, and reporting requirements Partner with engineering, architecture, cybersecurity, infrastructure, and business teams to deliver successful outcomes Identify delivery risks, troubleshoot complex issues, and drive mitigation strategies Establish repeatable delivery practices and implementation standards that improve execution across enterprise technology initiatives Provide regular status reporting, stakeholder communications, and executive-level updates for assigned initiatives Required Qualifications 8+ years of experience in enterprise IT, systems integration, application delivery, or other technical IT delivery leadership Proven success leading large-scale technology initiatives involving modernization, migration, integration, and platform transformation Strong understanding of diverse technical platforms, delivery methodologies, architectural concepts and best practices, application development, and integration strategies.

Experience leading vendor-delivered initiatives and validating technical deliverables Strong communication, stakeholder management, and executive presentation skills Ability to articulate detailed technical concepts for non-technical audiences Preferred Qualifications Hands-on experience and architectural familiarity with as many of the following as possible: Middleware and integration platforms (IBM ACE CP4I, APIs, messaging systems, GlobalScape DMZ/EFT) Java-based applications and modern application architectures WebSphere, Java application modernization, Azure containerization UiPath automations Cloud platforms (Azure preferred) Azure containerization AIX to Azure/Linux migration Modernizing application architecture around cloud-native concepts Database, repositories, and integration platforms IBM DB2, DataStage, ACE Mainframe COBOL or other flat file legacy systems Secure data exchange and EDI platforms (EDIFecs, file transfer systems) Document & Communication (CCM) Platforms xPression, OpenText Communications xPresssion Compuset conversions Opentext Execute360