Corporate Trainer, Sr - Claims Disability & Operations

Company: Chubb
Location: Chicago
Posted on: April 2, 2026

Job Description:

Description Chubb Benefits is seeking a Corporate Trainer to join our fast-paced, high energy, and growing company. For nearly 100 years in the insurance industry, our company has been passionate about serving our customers and providing them peace of mind and protection when they need it the most. Come build your career here, along with other positive, hard-working, talented professionals—just like you! The Corporate Trainer is responsible for preparing and facilitating training sessions for Combined Insurance’s Operations and Claims staff in both classroom and live virtual settings. Facilitation includes technical demonstrations, product line explanations, and business process training. Audience includes both new employees to the company as well as existing staff. A successful trainer continuously maximizes their student’s effectiveness by utilizing a variety of best practices, techniques, and educational concepts. Maintaining a high energy level and positive morale is essential. A successful trainer also exhibits a healthy “curiosity” when it comes to both the subject matter being delivered and experimenting with new training delivery approaches involving the latest technology. Major duties: Prepares and facilitates both face-to-face and live virtual training for corporate staff to suit an adult learner. Ensures training program delivery builds skills in both Combined/Chubb systems and the product lines for proper preparation of employees to service clients. Collaborates with functional areas across the organization in the onboarding of new employees who support Group clients. Partners with sales and sales training colleagues to learn about and prepare for new blocks of group business lines. Plays role in creation of Group training content: is comfortable with identifying initial training needs for new product or systems implementation. Identifies gaps in new hire training content and delivery. Continuously seeks ongoing feedback and keeps lines of communication open to classroom participants, peers and management team. Issues assessment tools to monitor participant progress. Consistently monitors and assesses a participant’s performance, trends, and identifies specific skill/gaps to ensure training objectives are satisfied. Communicates with leadership on an ongoing basis. Provides input and makes recommendations regarding the procedures and practices of training. Performs basic administrative functions to maintain organization and classroom management; tasks could include managing attendance, training calendars, and records. Performs other related duties and activities as required. SKILLS/EXPERIENCE: 3-5 years of facilitation experience Demonstrated proficiency in both face-to-face and virtual live training Broker / Group Insurance relationship or training experience preferred Experience and knowledge working with Disability claims and policies Proficiency with WebEx and Adobe Connect training platforms preferred B2B Sales experience (Insurance industry), preferred Experience delivering through multiple channels Experience with learning technology Excellent oral and writing skills Bilingual English/Spanish, preferred but not required Proficient in using MS Suite (MS word, PowerPoint, Excel, and Outlook) Organized and detail oriented Ability to communicate with a variety of levels within the organization EDUCATION: Undergraduate degree in a learning related field or business preferred Learning certifications, a plus The pay range for the role is $62,200 to $105,800. The specific offer will depend on an applicant’s skills and other factors. This role may also be eligible to participate in a discretionary annual incentive program. Chubb offers a comprehensive benefits package, more details on which can be found on our careers website . The disclosed pay range estimate may be adjusted for the applicable geographic differential for the location in which the position is filled. About Chubb Benefits Combined Insurance Company of America (Chubb Benefits) is a leading provider of supplemental accident, health, disability, and life insurance products in the U.S. and Canada. Headquartered in Chicago with a tradition of more than 100 years of success, we are committed to making the world of supplemental insurance easy to understand. The company has an A rating by the Better Business Bureau and an A (Superior) financial strength rating by AM Best. In New York, products are underwritten by Combined Life Insurance Company of New York (Latham, N.Y.).

Keywords: Chubb, Rockford , Corporate Trainer, Sr - Claims Disability & Operations, IT / Software / Systems , Chicago, Illinois