Director, Claims Training and Development

As an elite Excess and Surplus Lines market, Nautilus Insurance Group offers commercial property and casualty insurance solutions to appointed wholesale surplus lines producers countrywide. We have specialized in providing these solutions for more than 35 years, offering flexible policy terms and premium rates on a non-admitted basis. Our focus is small to medium Property and Casualty risks on both admitted and non-admitted bases. Coverage is provided by Nautilus Insurance Company and Great Divide Insurance Company, both W. R. Berkley Corporation members with A.M. Best (Superior) A+ XV ratings.

Benefits

• Paid Parental Leave: Childbirth Recovery Leave and Primary Caregiver Leave for up to 12 weeks of paid leave
• Medical, Dental, and Vision coverage options
• Flexible Spending Accounts (FSA) and Health Savings Accounts (HSA) choices
• 401(k) program, profit sharing, and stock purchase plan
• Life insurance and travel accident insurance options
• One paid day off per year to volunteer at a local charity
• Tuition Assistance and Industry-Related Education and Exam programs
• Special cell phone service discounts with Verizon and AT&T
• Access to Plum Benefits program offering exclusive travel and entertainment discounts
• Flexible work arrangements, including working from home 1 day a week

Responsibilities

• Collaborate with Claims Leadership on strategies supporting talent development objectives, addressing capability gaps, and creating consistent learning solutions for Claims personnel, including new hire onboarding.
• Build educational curriculum and content, deliver training in small and large group settings, and coordinate additional training presentations and resources.
• Lead the Claims Training Program from recruitment through graduation of new trainees, including direct personnel management and oversight of their low severity claim handling.

Strategy & Leadership

• Develop and execute a comprehensive claims training and development strategy aligned to business objectives, claims outcomes, regulatory requirements, and organizational values.
• Collaborate with Claims Leadership on learning priorities, workforce capability, performance trends, and succession readiness.
• Manage additional training resources (internal and external) to accomplish business training objectives.
• Establish governance, standards, and best practices for claims learning programs across all lines of business.

Training & Curriculum Development

• Oversee the development and implementation of consistent, end-to-end design, delivery, and evaluation of claims training programs for new trainees, new hire onboarding, and ongoing staff technical skill development.
• Leverage adult learning principles, blended learning modalities, simulations, and scenario-based training.
• Utilize appropriate technology applications to create repeatable and sustainable educational content.

Performance Enablement & Measurement

• Partner with Claims Leadership to identify skill gaps and performance opportunities.
• Establish learning metrics, KPIs, and effectiveness measures tied to claims outcomes.
• Administer testing and evaluation processes and assist in monitoring Claims personnel skill development.
• Use data and feedback to continuously refine and prioritize learning solutions.

Change Management & Innovation

• Lead training support for major claims initiatives, system implementations, regulatory changes, and process transformations.
• Champion modern learning approaches, including digital learning platforms, microlearning, and on-the-job performance support tools.
• Ensure consistency and scalability of training while adapting to line-of-business needs.

Personnel and Claim Management

• Manage the entire employment cycle for all Claims Trainee direct reports (recruiting, onboarding, training, engaging, managing compensation, mentoring, performance reviews, corrective action, and terminations).
• Perform regular file reviews and audits to determine compliance with Best Practices.

Requirements

• Bachelor’s degree from a four-year college or university, preferably in Business, Insurance, Education, Organizational Development, or related field.
• 7+ years of progressive experience in insurance claims; learning and development experience is a plus.
• 3+ years of leadership experience managing teams; leadership of large-scale learning initiatives is a plus.
• Proven experience building enterprise training strategies tied to measurable business outcomes.
• Ability to lead people and obtain results through others.
• Visionary thinker with ability to plan over multi-year time spans.
• Experience in organizational problem analysis and strategic problem resolution.
• Effective project management and team leadership skills.
• Ability to organize and manage multiple priorities.
• Proven track record of attracting, developing, and retaining talent.
• Ability to work and communicate effectively at all organizational levels.
• Strong interpersonal and presentation skills.
• Customer-oriented mindset.
• Proficient with Microsoft Word, Excel, PowerPoint, and Outlook.
• Ability to travel infrequently as needed and work outside normal schedule to fulfill responsibilities.