Top Tech Jobs & Startup Jobs in Chicago, IL

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.

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.

Leads Mercury’s cross-line AI/ML research capability across insurance products. Responsibilities include setting strategy, building a research tooling team, modernizing workflows, developing model monitoring and AI infrastructure, establishing responsible AI guardrails, partnering across technology and data science teams, driving adoption, and coaching talent. The role requires strong quantitative, insurance analytics, Python, machine learning, generative AI, and LLM evaluation expertise, along with substantial people and cross-functional leadership experience.

Designs, develops, tests, reviews, and maintains complex distributed software systems. Leads sprint teams, translates product requirements into scalable and secure designs, drives code and design reviews, collaborates with stakeholders, removes delivery impediments, and mentors engineers. The role requires strong software development, architecture, API, database, messaging, containerization, DevSecOps, and technical leadership experience, with preferred expertise in Java, Spring Boot, MongoDB, cloud platforms, and AI-assisted development tools.

Leads the customer portal and mobile app product roadmap for insurance policyholders. Owns product vision, backlog prioritization, requirements, metrics, launches, stakeholder communication, vendor relationships, and cross-functional delivery with engineering, UX, operations, and business teams. Uses customer research, usability studies, data, and market analysis to guide strategy while mentoring junior product managers and managing complex technical product initiatives.

Leads quality engineering teams while remaining hands-on with test automation, planning, execution, and strategy. Responsibilities include building and mentoring technical teams, developing automation frameworks and quality practices, coordinating with development and product teams, tracking testing metrics, mitigating risks, ensuring compliance, and driving continuous improvement across multiple software projects.

Provides technical leadership across multiple agile teams, designing, developing, testing, and maintaining complex distributed software systems. Leads architecture and code reviews, translates product requirements into scalable solutions, removes delivery impediments, collaborates with product managers and stakeholders, and mentors engineers. The role requires backend development, cloud technologies, microservices, APIs, messaging, containerization, DevSecOps, observability, and technical strategy experience.

Provides technical leadership across multiple agile teams, designing and developing complex distributed software systems. Responsibilities include coding, system design, code and design reviews, roadmap delivery, stakeholder collaboration, mentoring engineers, and driving technical strategy, quality, scalability, security, observability, and operational excellence. The role requires extensive software engineering experience, multi-team leadership, distributed systems expertise, and proficiency with modern programming languages, cloud platforms, microservices, containers, APIs, messaging, and DevSecOps.

Supports the Commercial Insurance product technology roadmap by translating business, pricing, underwriting, compliance, and enhancement needs into technical work. Manages roadmap items, backlog priorities, requirements, user stories, acceptance criteria, release planning, dependencies, risks, and stakeholder communication. Partners with engineering, program management, QA, underwriting, compliance, vendors, and other teams to support agile delivery, regulatory accuracy, operational readiness, customer experience, and platform stability.

Leads the design, development, and production integration of Generative AI solutions into distributed software systems. Evaluates AI models and tools, builds robust AI-enabled applications, leads design and code reviews, manages multiple sprint teams, mentors engineers, and partners with product, data science, and engineering teams to deliver scalable, measurable AI capabilities.