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Underwriting Training Supervisor

Job Locations US-PA-Conshohocken | US-PA-Wilkes Barre | US-NY-New York | US-NJ-Parsippany | US-PA-Philadelphia
Job ID
2025-5733
# of Openings
1
Category
Human Resources
Company
Conshohocken, PA

Overview

About us:

Good things are happening at Berkshire Hathaway GUARD Insurance Companies. We provide Property & Casualty insurance products and services through a nationwide network of independent agents and brokers. Our companies are all rated A+ “Superior” by AM Best (the leading independent insurance rating organization) and ultimately owned by Warren Buffett’s Berkshire Hathaway group – one of the financially strongest organizations in the world! Headquartered in Wilkes-Barre, PA, we employ over 1,000 individuals (and growing) and have offices across the country. Our vision is to be the leading small business insurance provider nationwide.

 

Founded upon an exceptional culture and led by a collaborative and inclusive management team, our company’s success is grounded in our core values:  accountability, service, integrity, empowerment, and diversity. We are always in search of talented individuals to join our team and embark on an exciting career path!

 

Benefits:

We are an equal opportunity employer that strives to maintain a work environment that is welcoming and enriching for all. You’ll be surprised by all we have to offer!

 

  • Competitive compensation
  • Healthcare benefits package that begins on first day of employment
  • 401K retirement plan with company match
  • Enjoy generous paid time off to support your work-life balance plus 9 ½ paid holidays
  • Up to 6 weeks of parental and bonding leave
  • Hybrid work schedule (3 days in the office, 2 days from home)
  • Longevity awards (every 5 years of employment, receive a generous monetary award to be used toward a vacation)
  • Tuition reimbursement after 6 months of employment
  • Numerous opportunities for continued training and career advancement
  • And much more!

Responsibilities

Do you have a passion for empowering others, elevating performance, and shaping the next generation of underwriting talent?

 

Step into a high‑impact role where your expertise drives technical mastery, confident decision‑making, and long‑term profitability across our underwriting organization.

 

As our Underwriting Training Supervisor, you’ll design and deliver engaging learning experiences that equip underwriters with the skills, judgment, and compliance knowledge they need to assess risk accurately and support the company’s growth.

 

What You’ll Do

In this pivotal role, you will:

Build High‑Impact Training Programs

  • Develop onboarding and continuing education programs that strengthen underwriting knowledge and performance.
  • Partner with underwriting leadership to identify skill gaps and emerging training needs.
  • Create curriculum that covers underwriting principles, risk evaluation, policy forms, compliance, and system functionality.

Deliver Engaging, Effective Instruction

  • Facilitate dynamic in‑person and virtual training sessions using proven adult‑learning techniques.
  • Coach underwriters on facilitation, technical aptitude, decision‑making, and documentation best practices.
  • Provide individualized mentoring to new hires and team members needing additional support.

Evaluate Performance & Continuously Improve

  • Measure training success through audits, evaluations, and performance analytics.
  • Work closely with leaders to track progress and offer timely, actionable feedback.
  • Refine training materials to reflect new insights, regulatory changes, and business priorities.

Partner Across the Organization

  • Collaborate with Product, Underwriting, and cross‑functional peers to align training with organizational goals.
  • Serve as a subject matter expert on underwriting best practices, tools, and systems.

Qualifications

Required Qualifications:

  • Bachelor’s degree in Business, Insurance, Education, or related field or or equivalent knowledge and experience.
  • 3+ years of P&C underwriting experience; knowledge of property and casualty lines required
  • 2+ years of experience in training, coaching, or instructional design.
  • CPCU or AU designation preferred
  • Excellent communication, facilitation, and interpersonal skills.
  • Proficiency in Microsoft Office and virtual training platforms.

Preferred Skills:

  • Experience with adult learning theory and instructional design models (e.g., ADDIE).
  • Ability to translate complex underwriting concepts into engaging learning experiences.
  • Strong communication and analytical skills, with an attention to detail.
  • Leadership and influence across cross-functional teams.

 

Salary Range:

57,000-107,000 USD per year. The annual base salary range posted represents a broad range of salaries around the U.S. and is subject to many factors including but not limited to credentials, education, experience, geographic location, job responsibilities, performance, skills and/or training. 

 

The successful candidate is expected to work in one of our offices 3 days per week and also be available for travel as required.

Ready to Shape the Future of Underwriting Talent?

If you're driven, collaborative, and excited to make a lasting impact on underwriting excellence, we’d love to meet you! Apply today and help us cultivate a stronger, smarter, future‑focused underwriting team.

 

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