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Insurance Training Manager Jobs in Chicago, IL (NOW HIRING)

The Peninsula Chicago

Training Manager

Chicago, IL · On-site

Management of in-house training and development function * Act as an in-house consultant to ... Complimentary life insurance * Complimentary long-term disability * Retirement plan with 5% company ...

Beatrix

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Beatrix Brands are now Hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Lettuce Escape

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Beatrix Restaurants are now Hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Beatrix

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Beatrix Restaurants are now Hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Beatrix

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Beatrix Brands are now Hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Beatrix

Divisional Training Manager

Chicago, IL

$60K - $75K/yr

Overview Beatrix Restaurants are now Hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Aba

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Aba & Ema Chicago is Now hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Aba

Divisional Training Manager

Chicago, IL · On-site

$60K - $75K/yr

Overview Aba & Ema Chicago is Now hiring a DIVISIONAL TRAINING MANAGER Lettuce Entertain You ... Dental & Vision Insurance * Life, Accident Protection & Critical Illness Insurance * Domestic ...

Premier Home Pros

Be Seen First

Field Training Manager

Chicago, IL · On-site

$75K - $80K/yr

Manage standard work for daily proficiency and effectiveness. * Inspect Installation. * Overall ... Vehicle insurance as required by state law is required. * Satisfactory completion of a motor ...

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All JobsInsurance Training JobsInsurance Training Manager JobsInsurance Training Manager Jobs in Chicago, IL

Insurance Training Manager information

See Chicago, IL salary details

$25.8K

$51.9K

$98.9K

How much do insurance training manager jobs pay per year?

As of Sep 14, 2026, the average yearly pay for insurance training manager in Chicago, IL is $51,916.00, according to ZipRecruiter salary data. Most workers in this role earn between $36,600.00 and $59,200.00 per year, depending on experience, location, and employer.

What does an insurance training manager do?

An Insurance Training Manager is responsible for designing, implementing, and overseeing training programs for employees within an insurance company. They assess training needs, develop educational materials, and deliver workshops or seminars to improve staff knowledge on insurance products, regulations, and company procedures. Additionally, they monitor training effectiveness and ensure that all employees comply with industry standards and legal requirements. Their role is vital in maintaining a knowledgeable, compliant, and efficient workforce.

How does an insurance training manager typically collaborate with other departments within an insurance organization?

An Insurance Training Manager works closely with multiple departments, such as underwriting, claims, sales, and compliance, to identify training needs and develop relevant programs. They often coordinate with subject matter experts from these teams to ensure training content is accurate and up-to-date. Additionally, Insurance Training Managers may partner with HR to onboard new hires and track employee progress, fostering a culture of continuous learning and regulatory compliance across the organization.

What are the key skills and qualifications needed to thrive as an insurance training manager, and why are they important?

To thrive as an Insurance Training Manager, you need a solid background in insurance products, adult learning principles, and instructional design, often supported by a bachelor’s degree and relevant industry certifications such as LOMA or CPCU. Familiarity with learning management systems (LMS), e-learning authoring tools, and performance analytics platforms is typically required. Exceptional communication, leadership, and organizational skills help you effectively engage trainees and coordinate with stakeholders. These capabilities ensure effective training delivery, compliance, and improved performance across insurance teams.

What is the difference between Insurance Training Manager vs Insurance Underwriter?

AspectInsurance Training ManagerInsurance Underwriter
Required CredentialsTypically requires insurance-related certifications, training experience, and sometimes a bachelor's degree in business or insuranceRequires licensing, certifications like CPCU or AIC, and a strong understanding of insurance policies
Work EnvironmentPrimarily office-based, focusing on training sessions, curriculum development, and team managementOffice setting, analyzing applications, assessing risk, and approving policies
Employer & Industry UsageUsed in insurance companies, training firms, and corporate training departmentsCommonly employed by insurance carriers, brokers, and underwriting agencies

The Insurance Training Manager focuses on developing and delivering training programs for insurance staff, while the Insurance Underwriter assesses risks and approves insurance policies. Both roles require insurance knowledge and certifications but differ in daily responsibilities and work focus.

What cities near Chicago, IL are hiring for Insurance Training Manager jobs?

Cities near Chicago, IL with the most Insurance Training Manager job openings:

Insurance Training Manager jobs near you
Infographic showing various Insurance Training Manager job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 78% Full Time, 19% Part Time, 1% Contract, and 1% Nights. Highlights an 86% Physical, 1% Hybrid, and 13% Remote job distribution, with an average salary of $51,916 per year, or $25 per hour.

Training Manager

Chicago, IL • On-site

The Hong Kong and Shanghai Hotels, Limited
See more jobs at The Hong Kong and Shanghai Hotels, Limitedexternal

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 11 days ago

Job description

Working alongside a high profile and prestigious team, The Peninsula Chicago is seeking a Training Manager to join our team to achieve the company's objectives and support our People & Culture operations.

  • Work for a luxury Five-Star Five-Diamond property in the heart of Michigan Avenue, Chicago
  • Learn and grow within a diverse multi-outlet property
  • Exceptional health benefits package and 401(k) with company match

Key Accountabilities:

  • Management of in-house training and development function
  • Act as an in-house consultant to identify training needs with department heads for all levels based on current industry trends, business objectives, operating philosophy of the hotel, and workforce requirements
  • Develop annual Training Plan and schedule training activities according to business needs and operational priorities
  • Formulate and administer training and development policies and procedures, including orientation of new hires, mandatory training for specific roles, training required for promotion and career development, external training, and training library resources
  • Coordinate, facilitate, and track mandatory HSH corporate and legal compliance training programs, including harassment prevention, bystander intervention, and human trafficking awareness training, ensuring timely completion and accurate recordkeeping
  • Develop and facilitate departmental trainers to deliver training programs within their respective areas
  • Design and facilitate training programs through instructor-led, online, and blended learning solutions
  • Oversee annual performance appraisal processes for line and management employees
  • Maintain and enhance the Learning Management System and training records
  • Administer learning and development programs launched by the Corporate Office
  • This Job Description is not an all-inclusive list of job tasks but a guide, and tasks may be added or removed by the immediate supervisor according to changes within the work environment

General Requirements:

  • Minimum 3-5 years of Learning & Development experience, preferably within a luxury hospitality environment
  • Experience in training facilitation, leadership development, and employee development programs
  • Experience partnering with department leaders to identify training and performance improvement needs
  • Experience administering and tracking compliance training programs
  • Extensive knowledge of Microsoft Office applications, including Excel, Word, and PowerPoint
  • Familiarity with Learning Management Systems and digital learning platforms
  • Strong presentation, facilitation, organizational, and communication skills
  • Ability to work effectively with employees and leaders at all levels of the organization
  •  

Benefits We Offer:

  • 10 vacation days per year
  • 9 paid holiday days per year
  • 5 Chicago Paid Sick Leave days per year
  • 5 Chicago Paid Leave days per year
  • Complimentary employee meals
  • Discounted parking
  • Discounted and complimentary room nights at The Peninsula Hotels
  • 50% restaurant discount
  • 50% discount on spa services
  • 25% discount on spa retail
  • 80% company-paid medical, dental and vision coverage
  • Complimentary life insurance
  • Complimentary long-term disability
  • Retirement plan with 5% company match

We are delighted to receive your resume for further consideration. As we anticipate a large number of applications, we look forward to connecting with candidates that meet our various role qualifications. To be considered for the position, you must have work authorization in the United States. The salary range for this role is $75,000-85,000 per year and is bonus eligible.

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