Senior AI Software Engineer

01460 Continental Casualty Company; Chicago (IL); On-site; USD 72,000 - 141,000; Full time

Job summary

01460 Continental Casualty Company in Chicago seeks an individual contributor to drive systems analysis, application development, and integration. This role involves mentoring others and focusing on data transformation to the cloud.

The ideal candidate will have a Bachelor’s degree in Computer Science and over 7 years of relevant experience. The position offers a competitive salary range between $72,000 to $141,000 annually, complemented by a comprehensive benefits package.

Qualifications

• 7+ years of experience in systems analysis and application program development.
• Strong understanding of application development technologies.
• Some leadership experience in projects.

Responsibilities

• Provide expertise in systems analysis and design.
• Lead the integration of vendor applications.
• Evaluate client requirements and prepare application specifications.
• Act as a technical consultant for programming staff.
• Participate in the implementation of applications into production.

Skills

AI-enabled development tools

AI-based platforms and apps

AI/ML model development

High-level programming languages

Integration platforms and APIs

Dev tools experience (VS Code, Git)

Analytical and problem-solving skills

Communication and interpersonal skills

Education

Bachelor's degree in Computer Science or related discipline

Tools

GitHub

Docker

Job description

Job Overview

Individual contributor responsible providing a high level of expertise in systems analysis and design, application development and/or integration, and testing of complex systems applications to support business needs. Provides guidance to others, informally and formally leads teams on a project and/or program. The focus of this position will be leading, architecting, designing, developing or integrating business applications and focusing on data transformation for our on premise applications to the cloud.

Reporting Relationship: Typically Director or above.

Responsibilities

• Evaluates complex client area requirements and processes and designs or prepares application system specifications and develops, tests, and implements efficient and cost-effective application solutions, including issue resolution and ongoing system maintenance.
• May lead the integration of vendor applications and consulting resources with existing applications and resources.
• May hold the development lead or sub‑lead role on a project and/or program.
• Acts as technical consultant to programming staff and/or business unit to mentor staff in all phases of the program development, testing and implementation process.
• Participates in instructing, directing, and checking the design or applications of work of others.
• Coordinates the activities of the section with the client area and other IT areas (e.g., infrastructure, testing, and solutions).
• Researches and evaluates new, alternative solutions, and/or architecture and recommends the most efficient and cost-effective solution for the systems design, including estimating costs as necessary.
• Acts as a liaison between clients, vendors, consulting resources, and application area.
• Assists with relationship management, contract negotiations, and ensuring adherence to requirements.
• May participate in developing recommendations for architecture direction and applications portfolio.
• In conjunction with operations area technical staff, supports the implementation of the application into production and testing environments.
• May confer with technical personnel to identify and resolve issues.
• May perform additional duties as assigned.

Skills, Knowledge & Abilities

• Solid knowledge of use of AI-enabled development tools (e.g., Cursor, GitHub Copilot, Claude Code, and MCPs).
• Solid technical skills for developing AI-based platforms, apps, agents, skills, etc.
• Experience in AI/ML model development and app design, specifically Vertex AI.
• Experience with RAG (Retrieval-Augmented Generation) pipeline architecture and development.
• Solid technical knowledge of high-level programming languages like Python and/or Typescript, Java, JavaScript.
• Advanced knowledge in designing and building integration platforms, APIs and web services.
• Working knowledge of different versions of Dev tools like VS Code or JetBrains IDEs; Git and GitHub; npm/yarn, pip, and/or Maven/Gradle; Docker – 5+ years of experience.
• In-depth knowledge of the system development life cycle and application program development technologies.
• Proven understanding of state-of-the-art application development support software packages and proficiency in at least one higher level programming language.
• Proven solid analytical and problem‑solving skills.
• Excellent communications and interpersonal skills, and the ability to work effectively with peers, IT management and staff, and internal/external business partners and clients.
• Ability to manage projects, lead teams, and mentor individuals.
• Preferred insurance industry knowledge.
• Preferred experience with React or other front‑end frameworks.
• Preferred experience as an SDET or deep knowledge of test automation tools like Playwright, Cypress.

Education and Experience

• Bachelor’s degree in Computer Science, related discipline, or equivalent work experience.
• Typically a minimum of 7 years of systems analysis and application program development experience.
• Some previous project leadership experience.
• Applicable certifications preferred.

Compensation and Benefits

In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia, California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $72,000 to $141,000 annually.

CNA offers a comprehensive and competitive benefits package to help our employees and their family members achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA’s benefits, please visit cnabenefits.com.

Accommodation

CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [e-mail].