Technology Internship Program (AI Strategy)

CNA; Chicago, Northern (IL, KY); Hybrid; USD 35,000 - 65,000; Full time

Benefits offered by this job

Hybrid work model

Mentor guidance

Career development opportunities

Potential full-time placement

Job summary

CNA’s Tech Summer Internship Program in Chicago offers a 10-12 week training experience focusing on AI-driven innovation, governance, and workplace transformation. Interns collaborate with Digital Workplace Enablement and AI Strategy teams to pilot tools like Microsoft 365 Copilot and influence policy standards.

Selected interns may receive mentorship from leadership and a path toward full-time placement after graduation, with a hybrid in-office and remote schedule.

Qualifications

• Undergraduate or first-year Master’s student in IS/CS/HCI/Business Tech or related field.
• Minimum 3.0 GPA (overall and major) required.
• Familiar with digital productivity platforms and emerging AI technologies.

Responsibilities

• Collaborate with cross-functional teams to pilot AI tools and workflows.
• Support AI governance policies and risk assessments for tools used in operations.
• Contribute to training materials and awareness on responsible AI use.

Skills

Analytical thinking

Communication

Team collaboration

Problem solving

Education

Pursuing degree in Information Systems/CS/HCI/BT or related field

Tools

Microsoft 365

Google Workspace

Job description

You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential. As one of the country’s largest writers of commercial and specialty insurance, CNA depends on the talent, expertise and enthusiastic engagement of our employees. We provide insurance protection to more than 1 million businesses and professionals in the U.S. and internationally, offering unique expertise for the businesses and industries we serve. Our commitment to diversity and inclusion enables us to serve a broad range of customers while supporting our communities through charitable contributions and employee volunteerism.

CNA’s Tech Summer Internship Program is looking to create a team of interns for a dynamic and fast pace 10-12 week training program that provides hands on experience in shaping the future of AI-driven innovation, governance, and workplace transformation. Interns will collaborate with cross-functional teams to pilot productivity tools, assess AI risks, and contribute to responsible innovation across the enterprise.

Program Features and Benefits

• Collaborate with CNA’s Digital Workplace Enablement and AI Strategy teams to pilot and evaluate emerging AI tools such as Microsoft 365 Copilot and Copilot Web Chat.
• Support the development and refinement of AI governance policies, standards, and guidelines that promote ethical and compliant use of AI.
• Conduct risk assessments and control testing for generative AI tools used in business operations.
• Partner with business units to optimize AI prompts, data formats, and workflows to improve operational efficiency.
• Explore regulatory developments and industry trends to inform CNA’s AI compliance strategy.
• Contribute to training materials and awareness campaigns on responsible AI use.
• In-depth education in technology, the insurance industry, CNA’s organization and how Technology plays a leading role in an insurer’s profitability.
• A dedicated manager and a mentor who will guide you throughout your internship program at CNA.
• Opportunities to meet with members of our senior leadership team and learn about their personal experiences in Technology within the insurance industry.
• Professional and personal development activities and ongoing feedback and coaching on performance.
• Consideration for potential full-time placement upon graduation.

Required Knowledge, Skills and Experience

• Must be a sophomore, junior, or senior (undergraduate) or in the first year of a Master’s program pursuing a degree in Information Systems, Computer Science, Human-Computer Interaction, Business Technology, or a related field
• A minimum 3.00 GPA is required (overall and major)
• Familiarity with digital productivity platforms (e.g., Microsoft 365 tools such as Word and Outlook, Google Workspace) and interest in emerging AI technologies
• Understanding of basic IT concepts including systems architecture, user experience, and enterprise tooling
• Ability to research, analyze, and clearly communicate technical concepts related to AI and workplace technology, both written and verbal
• Strong collaboration skills with the ability to work independently and within cross-functional teams
• Excellent organizational skills and time management to support multiple pilot initiatives
• Strong organizational skills
• Excellent interpersonal and communication skills
• Effective problem solving, analytical aptitude, learn quickly and embrace change
• Demonstrated leadership ability
• Must be legally authorized to work in the United States without sponsorship now or in the future

Program Location

CNA’s corporate headquarters is located in the heart of downtown Chicago at 151 N Franklin St, near all public transportation from the city and suburbs. The program will employ a hybrid working model, alternating between working in the office and from home. #LI-KA1 #LI-HYBRID

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 $35,000 to $65,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. 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. CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our careers page. CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact [e-mail]

At CNA, we are focused on success, individually and collectively. We pride ourselves on promoting a culture that challenges and engages people. We strive to connect people, departments and business areas, to function as a team, and to serve our customers and communities with professionalism and respect. Our dedication to employee engagement, continuous learning and the open exchange of ideas is the cornerstone of our business. These ideals, combined with our focus on the customer, enable us to explore new market opportunities and build on our success. Our values, culture and financial strength are what differentiates us from other employers and make CNA the place you want to work. At CNA, we are committed to advancing a culture of inclusion – one that attracts talent from all walks of life, fosters respect and collaboration, and enables all of our colleagues to do their best work. At CNA, we have a long standing commitment to the diverse communities in which we live and work. We actively make a difference for the greater good through partnerships, sustainability, initiatives, and working together for a better tomorrow. Corporate Social Responsibility is not one person, or one department, it's the entire enterprise coming together to make the world a better place.