Existing employer? Sign in
Chubb
Corporate Education Sales Trainer
🇺🇸
Hybrid - Chicago, Illinois
🕑
Full-Time
💰
$83K - $118K
💻
Learning & Development
🗓️
August 28th, 2026
LMS
Edtech.com's Summary
Chubb Benefits is hiring a Corporate Education Sales Trainer who is fluent in both English and Spanish. The role involves delivering impactful training to independent agents, brokers, sales leadership, and staff in person and virtually, focusing on sales systems, selling skills, soft skills, and leadership development to close skill gaps and enhance performance.
Highlights
- Facilitate face-to-face and virtual training sessions for diverse audiences including independent agents, brokers, sales leaders, and internal staff.
- Deliver training across multiple domains: sales systems, selling skills, soft skills, and leadership development.
- Collaborate with instructional designers and sales teams to ensure training content is relevant and up-to-date.
- Assess skill gaps, administer assessments, track progress, and maintain training records and schedules.
- Communicate observations and recommendations to leadership regularly.
- Required bilingual fluency in English and Spanish, with 3–5 years of facilitation experience.
- Proficiency in Microsoft Office Suite (Word, PowerPoint, Excel, Outlook) and strong communication skills.
- Preferred experience includes training independent agents/brokers in insurance, B2B insurance sales background, and familiarity with virtual training platforms like WebEx or Adobe Connect.
- Compensation ranges from $83,000 to $117,700 with eligibility for discretionary annual incentives.
- Bachelor’s degree preferred; learning and development certifications (ATD, CPTD) are a plus.
Corporate Education Sales Trainer Full Description
Corporate Education Sales Trainer
Chicago, IL, United States
Job Description
Chubb Benefits is seeking a Corporate Sales Trainer (fluent English/Spanish) to join our fast-paced, high energy, growing company. We are proud of our tradition of success in the insurance industry of over 100 years. Come join our team of hard-working, talented professionals!
About the Role
Chubb Benefits a Chubb company has spent nearly a century helping people protect what matters most. We're growing — and we're looking for a skilled Bilingual Corporate Trainer who can bring that same commitment to the people who represent us every day.
If you're energized by the classroom, curious about new ways to teach, and motivated by watching others grow, this role is built for you.
What You'll Do
You'll deliver high-impact training across a broad audience — new and experienced independent agents, brokers, sales leadership, and functional staff and leadership. Your sessions will span sales systems, selling skills, soft skills, and leadership development — in person and virtually. Your goal is consistent: build capability, close skill gaps, and keep people performing.
- Facilitate face-to-face and live virtual training for independent agents, brokers, sales leadership, and internal staff and leadership.
- Deliver training across multiple skill domains: sales systems, selling skills, soft skills, and leadership development.
- Partner with Instructional Designers as a subject matter expert to inform and validate training content — you are not responsible for design.
- Collaborate with sales and functional teams to ensure training reflects current field practices and business priorities.
- Proactively identify skill and knowledge gaps across your training audiences.
- Administer assessments and track participant progress against training objectives.
- Maintain training records, attendance, and calendars.
- Communicate observations, trends, and recommendations to leadership regularly.
Required Qualifications
- 3–5 years of facilitation experience in both face-to-face and live virtual settings.
- Demonstrated ability to train diverse audiences — from field agents to senior leadership.
- Experience facilitating across multiple skill domains (sales, systems, soft skills, and/or leadership).
- Bilingual fluency in English and Spanish to facilitate training programs
- Strong verbal and written communication skills.
- Ability to engage and flex delivery style across audience levels and experience.
- Proficiency in Microsoft Office Suite (Word, PowerPoint, Excel, Outlook).
- Organized, detail-oriented, and self-directed.
Preferred Qualifications
- Experience training independent agents and/or brokers in a group insurance or benefits environment.
- B2B insurance sales background.
- Familiarity with WebEx, Adobe Connect, or similar virtual training platforms.
- Experience with LMS or other learning technology.
- Multi-channel training delivery experience.
Education
- Bachelor’s degree in Business, Communications, Education, or a related field preferred.
- Learning & development certifications a plus (ATD, CPTD, etc.).
Office Location: 8750 W. Bryn Mawr Ave, Chicago, Illinois 60631 near Rosemont, IL.
In-Office Expectation: 4x per week, 1 day remote
Why Chubb Benefits
You'll join a team that takes training seriously — with the backing of a global organization and the agility of a company that's still growing. Your work directly shapes how agents, brokers, corporate staff and leaders show up for customers every day. That matters here.
The pay range for the role is $83,000 to $117,700. 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
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:
About Us
OUR 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 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.
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.
At Chubb, we are committed to equal employment opportunity and compliance with all laws and regulations pertaining to it. Our policy is to provide employment, training, compensation, promotion, and other conditions or opportunities of employment, without regard to race, color, religious creed, sex, gender, gender identity, gender expression, sexual orientation, marital status, national origin, ancestry, mental and physical disability, medical condition, genetic information, military and veteran status, age, and pregnancy or any other characteristic protected by law. Performance and qualifications are the only basis upon which we hire, assign, promote, compensate, develop and retain employees. Chubb prohibits all unlawful discrimination, harassment and retaliation against any individual who reports discrimination or harassment.
#chubbbenefits
Job Info
- Job Identification
- 36151
- Job Schedule
- Full time
- Regular or Temporary
- Regular
- Job Category
- Talent and Development
- Business Unit
- United States
- Legal Employer
- ACE American Insurance Company
- Posting Date
- 08/25/2026, 05:38 AM
Similar Jobs
Clinical Training Specialist
Siemens Healthineers
🇺🇸 Hybrid - Houston, Texas
Field Training Specialist I (Bilingual Spanish) West Texas
Primoris Services Corporation
🇺🇸 Hybrid - Odessa, Texas
Learning and Development Manager
Applecart
🇺🇸 Hybrid - New York, New York
EMR Training Specialist
Upperline Health
🇺🇸 Remote - US
Training Specialist Underwriting - Homeowners
Mercury Insurance
🇺🇸 Remote - US
