Underwriting Training Supervisor

Berkshire Hathaway GUARD Insurance Companies • Philadelphia, PA

2d • $55,000 - $95,000 • Hybrid

About The Position

The Underwriting Training Supervisor is responsible for designing, delivering, and overseeing training programs that enhance technical proficiency, decision-making, and compliance of commercial insurance underwriters. This role ensures that new and existing underwriting staff are equipped with the knowledge and skills necessary to assess risk accurately, adhere to company guidelines, and contribute to profitable growth.

Requirements

• Bachelor’s degree in Business, Insurance, Education, or related field or or equivalent knowledge and experience.
• 3+ years of underwriting experience, with strong knowledge of property and casualty lines.
• 2+ years of experience in training, coaching, or instructional design.
• Excellent communication, facilitation, and interpersonal skills.
• Proficiency in Microsoft Office and virtual training platforms.

Nice To Haves

• CPCU or AU designation preferred
• 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.

Responsibilities

• Training Program Development Design and implement onboarding and continuing education programs for underwriters.
• Collaborate with underwriting leadership to identify skill gaps and training needs.
• Develop curriculum covering underwriting principles, risk assessment, policy forms, regulatory compliance, and systems usage for core products.
• Instructional Delivery Facilitate live and virtual training sessions using adult learning principles.
• Coach underwriters on training and facilitation skills, technical aptitude, decision-making, and documentation standards.
• Provide one-on-one mentoring and support for new hires and underperforming staff.
• Performance Monitoring & Evaluation Assess training effectiveness through evaluations, audits, and performance metrics.
• Collaborate with underwriting leaders to monitor trainee progress and provide feedback.
• Continuously improve training materials based on training feedback and industry changes.
• Collaboration & Communication Work closely with peers, Product teams, and across the organization to ensure training aligns with business goals and regulatory requirements.
• Serve as a subject matter expert on underwriting best practices and systems.

Benefits

• 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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Number of Employees: 501-1,000 employees