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Technical Insurance Trainer & Curriculum Facilitator
Technical Insurance Trainer & Curriculum FacilitatorThe Hartford • Chicago, IL, W Madison St
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Technical Insurance Trainer & Curriculum Facilitator

Technical Insurance Trainer & Curriculum Facilitator

The Hartford • Chicago, IL, W Madison St
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Director Training and Dev - TD07BE

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.

Are you a seasoned insurance professional who thrives on sharing knowledge and shaping the next generation of agency talent? Join the Hartford School of Insurance (HSI) as a Trainer / Curriculum Facilitator—where your expertise becomes a catalyst for industry excellence.

You won’t just teach—you’ll transform. Our trainers empower agents and account managers to confidently navigate complex coverage scenarios, drive profitable growth, and elevate client service standards.

You’ll collaborate with a dynamic team of educators, to deliver high-impact learning experiences—both virtually and in person. Our curriculum evolves with the insurance industry, and so will you.

The school is seeking a passionate educator with deep technical insurance expertise to join our team. In this role, you’ll facilitate high-quality training programs for both Business Insurance and Personal Insurance.

What You’ll Do

Deliver training—virtually and in-person—on commercial and personal insurance products to producers and account managers.

Create and evolve technical insurance curricula tailored to adult learners.

Keep content fresh and relevant by aligning with industry trends and agency needs.

Manage CE credit processing, lesson planning, multimedia tools, student communications, evaluations, and personalized feedback.

What You Bring

5+ years of  Commercial Business underwriting experience is required  (agency or carrier background a plus)

Experience in  technical insurance training , curriculum development (a plus)

Effective communication and presentation skills

Business acumen and customer-centric mindset

Excellent time management and interpersonal skills

Work Arrangement  Hybrid or remote, with up to 25% travel. Candidates who live near one of our office locations will have the expectation of working in an office three days a week (Tuesday through Thursday). Candidates who do not live near an office will have a remote work arrangement, with the expectation of coming into an office as business needs arise.

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is :

$102,640 - $153,960

Equal Opportunity Employer / Sex / Race / Color / Veterans / Disability / Sexual Orientation / Gender Identity or Expression / Religion / Age

About Us | Our Culture | What It’s Like to Work Here | Perks & Benefits

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Technical Trainer • Chicago, IL, W Madison St

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