Director Corporate Training

PURPOSE: This is an ideal opportunity to work at a growing organization with a strong family culture. Shepherd Insurance is a privately‑owned insurance agency that has delivered risk management solutions since 1977. With a wide variety of insurance and financial products, we are among the largest independent agencies in the country.

PURPOSE: This is an ideal opportunity to work at a growing organization with a strong family culture. Shepherd Insurance is a privately‑owned insurance agency that has delivered risk management solutions since 1977. With a wide variety of insurance and financial products, we are among the largest independent agencies in the country.

As the Director of Corporate Training, you will lead Shepherd's development and implementation of comprehensive training programs across the agency platform ensuring employees across all departments have the knowledge, skills, and resources needed to perform at the highest level. This role is responsible for developing and executing training initiatives that support business objectives, operational excellence, employee engagement, and organizational growth.

The Director of Corporate Training will oversee the training team as well as partner closely with executive leadership, department leaders, and subject matter experts to create scalable learning solutions. With a positive attitude, this role serves as a strategic leader who drives continuous improvement in employee development, onboarding, technology adoption, professional growth, and training effectiveness across the organization.

• Develop and execute the organization's corporate training and learning strategy in alignment with business objectives, company culture, and growth initiatives.
• Create a long-term vision for employee development, professional growth, technology adoption, and skills advancement.
• Establish training standards, methodologies, and best practices across all business units.
• Lead the design, implementation, and continuous improvement of learning programs that support new hire onboarding, ongoing development, compliance, leadership development, and technical training.
• Evaluate emerging learning technologies, platforms, and methodologies to enhance employee engagement and effectiveness.
• Lead, develop, and mentor a team consisting of Corporate Trainers and a Learning & Development Manager.
• Establish goals, performance expectations, and development plans for direct reports.
• Foster a culture of continuous learning, accountability, collaboration, and innovation within the training team.
• Oversee the development and delivery of instructor‑led, virtual, self‑paced, and blended learning programs.
• Ensure consistency and quality across all training materials, curriculum, learning paths, and employee development initiatives.
• Direct training efforts related to agency management systems and technology platforms including, but not limited to, AMS 360, Image Right, Insured Mine, PL Rater, Informer, Total CSR, and future technology implementations.
• Collaborate with department leaders to improve workflows, operational processes, and employee performance through targeted learning solutions.
• Serve as a trusted advisor to leadership regarding training and development programs, and initiatives.
• Analyze employee performance data, training participation, learner feedback, and proficiency assessments to identify trends and improvement opportunities.
• Utilize reporting and data analytics to measure return on investment and demonstrate the value of learning initiatives.
• Conduct training needs assessments and organizational skill gap analyses to support workforce planning.
• Ensure training documentation, curriculum materials, and learning resources remain current…