Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise data architecture strategy, modernization, and multi-year platform roadmaps. Defines standards for data models, ingestion, transformation, orchestration, quality, governance, observability, and consumption across batch and streaming environments. Provides technical leadership to data engineering and analytics teams, oversees scalable data solutions, mentors technical leaders, and partners with business, engineering, security, and data science stakeholders. Evaluates technologies, guides vendor selection, enables data products, and explores GenAI applications.

Designs, develops, and maintains complex software test automation frameworks, tools, libraries, and performance tests. Integrates automated testing into CI/CD pipelines, analyzes test results, enforces coding standards, reviews code, troubleshoots issues, and mentors junior engineers. Collaborates cross-functionally to support quality releases and develops reusable testing solutions using modern programming languages, cloud platforms, containerization, API testing, and automation technologies.

Drive discovery, strategy, experimentation, roadmap development, and delivery for technical insurance products. Conduct user research, prioritize opportunities, define metrics, create requirements and acceptance criteria, coordinate sprint planning, track delivery, manage dependencies, and support releases. The role partners closely with Design, Engineering, Product Analytics, and business stakeholders across rating, underwriting, servicing, and claims workflows.

Designs and operates reliable hybrid application platforms, leading CI/CD, infrastructure automation, cloud resource management, monitoring, security scanning, container orchestration, and database self-service tooling. The role owns the enterprise CI/CD technology stack and hosting strategy across on-premises, hybrid, and cloud environments. It requires extensive collaboration with engineering, infrastructure, security, application, QA, and governance teams, along with 24/7 mission-critical support and technical leadership.

Owns the strategy, architecture, governance, and continual improvement of automated ServiceNow CMDB Discovery and Service Mapping capabilities. Responsibilities include designing CI models, managing discovery operations, integrating external systems, improving data quality, defining governance and KPIs, troubleshooting discrepancies, supporting ITSM processes, and leading technical teams. The role requires extensive ServiceNow, scripting, networking, cloud, virtualization, integration, and automation expertise, along with mentoring and cross-functional stakeholder collaboration.

Oversee homeowners package underwriting performance, profitability, risk selection, pricing, compliance, and service quality. Manage and develop underwriting staff through coaching, feedback, training, and performance management. Maintain underwriting procedures, review automation rules, support product and system enhancements, oversee testing, collaborate with agents and internal teams, and drive process improvements, efficiency, growth, and profitability.

Leads test engineering strategy for complex software projects, designing and executing manual and automated tests across UI and API layers. Builds scalable Java and Selenium automation frameworks, integrates testing into CI/CD pipelines, reviews test strategies and cases, analyzes defects and testing metrics, drives continuous improvement, and mentors QA engineers. Collaborates with development, product, and business teams to ensure comprehensive coverage, product quality, and risk reduction.

Leads information security architecture and program initiatives across IT and business projects. Provides security consulting, develops enterprise data, network, and application protection requirements, conducts threat analysis, vulnerability assessments, penetration testing, and remediation planning. Researches emerging threats and technologies, supports control testing and incident response, and guides security team members. Requires extensive information security leadership, application and network security expertise, secure architecture knowledge, and strong communication skills.

Staff Network Engineer responsible for designing, integrating, automating, and supporting complex on-premises and multi-cloud network environments. The role leads network and cloud connectivity projects, develops infrastructure-as-code and automation, troubleshoots high-severity incidents, optimizes network performance and costs, maintains engineering documentation, and mentors network engineers. Responsibilities include routing, switching, security, load balancing, observability, capacity modeling, cloud integration, and 24x7 mission-critical support.

Design, develop, test, and maintain complex distributed software systems with strong frontend expertise. Lead design and code reviews, translate requirements into scalable and secure solutions, guide sprint delivery, remove impediments, collaborate with stakeholders, and mentor engineers. The role emphasizes modern web applications, APIs, microservices, cloud platforms, containerization, DevSecOps, and technical strategy.