Demo

Corporate Trainer, Sr - Claims Disability & Operations

Combined, a Chubb Benefits Company
Chicago, IL Full Time
POSTED ON 4/3/2026
AVAILABLE BEFORE 6/3/2026
Job 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 Us

OUR BENEFITS

Benefits

As a Chubb corporate employee, you have access to one of the most comprehensive benefit plans in the business, designed to meet your needs and help you reach your financial goals. More details can be found here . Chubb is committed to supporting its employees with a comprehensive compensation package that is appropriate in the market where they work. Below are several of the many benefits we offer our employees:

  • Health insurance
  • Dental insurance
  • Tuition reimbursement
  • A company-match 401(k) plan
  • Disability insurance
  • Life insurance
  • Employee referral bonuses

About Combined Insurance

Combined Insurance Company of America is a Chubb company and a leading provider of supplemental accident, health, disability, and life insurance products in North America. Headquartered in Chicago, with satellite office in Columbia, SC, Combined is celebrating over 100 years in business. We are committed to making the world of supplemental insurance easy to access and understand. The company has an A rating by the Better Business Bureau and an A (Superior) financial strength rating by A.M. Best. We are ranked by VIQTORY as the number one Military Friendly® Employer in 2023 (over $1 billion revenue category), marking Combined's twelfth consecutive year on the Top 10 list. We pride ourselves on approaching all situations with a Positive Mental Attitude (PMA) and encouraging collaboration.

About Chubb

Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance, and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally.

Connect with us on Twitter , Facebook , LinkedIn , and Instagram

#combined

Salary : $62,200 - $105,800

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