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About the Role
The Senior Underwriting Training Specialist is a pivotal role in the creation, maintenance, and utilization of an underwriting training program for Commercial Lines. This role supports the effectiveness and execution of underwriting strategy and acts as a critical bridge between underwriting, operations, and enterprise stakeholders.
Responsibilities
- Lead the design, development, and implementation of underwriting learning experiences for Commercial Lines, determining how best to scale programming and choosing appropriate training methods.
- Create clear, consistent, and audience-appropriate underwriting communications related to training experiences, translating complex concepts into practical tools.
- Develop and maintain underwriting training roadmaps, conducting needs analyses to ensure training meets stakeholder needs.
- Serve as a subject matter expert in the development, creation, and distribution of training and communication materials to enhance underwriting efficiency and effectiveness.
- Oversee the design, implementation, and continuous management of an underwriting knowledge site containing processes, training, and resource materials.
- Maintain existing training programs, onboarding, underwriting knowledge, and resources through regular review to ensure relevance, clarity, and currency.
- Support underwriting transformation initiatives, such as appetite shifts and process changes.
- Mentor and develop team members by sharing knowledge and best practices to foster a culture of continuous learning.
- Monitor internal industry trends, underwriting performance, legislation, and regulation changes, tracking participation, engagement, success, and feedback on learning initiatives.
- Identify metrics and provide timely, meaningful, and accurate reporting on learning effectiveness, including participation and completion statistics.
- Develop and enhance productive business relationships by liaising with internal and external stakeholders.
- Serve as a subject matter expert in Commercial lines underwriting initiatives focused on enhancing underwriting expertise and critical thinking.
Requirements
- 5+ years of Property and Casualty industry experience with a strong focus on training, enablement, or knowledge sharing.
- Knowledge and/or background in Commercial underwriting and related best practices within a learning and development context or functional area.
- Proven ability to design, develop, scale, and sustain training programs leveraging knowledge of adult learning practices.
- Ability to use critical thinking, logic, critical reasoning, and good judgment.
- Excellent analytical and problem-solving skills, with the ability to conduct detailed analysis and implement solutions.
- Excellent communication and presentation skills, with the ability to present complex information appropriately for the audience.
- Strong planning and organizing skills, with the ability to develop and prioritize effective plans.
- Agile and change-ready to support transformation initiatives and strategic direction.
- Comfortable working on digital platforms for content publishing and management.
Skills
- Adult learning practices
- Critical thinking
- Logic
- Critical reasoning
- Good judgment
- Analytical skills
- Problem-solving skills
- Communication skills
- Presentation skills
- Planning skills
- Organizing skills
- Agility
- Change readiness
- Digital platform proficiency
Location
- Winnipeg, MB
- Wawanesa, MB
- Vancouver, BC
- Calgary, AB
- Edmonton, AB
- Lethbridge, AB
- Toronto (North York), ON
- Kitchener, ON
- Ottawa, ON
- Montreal, QC
- Quebec City, QC
- Moncton, NB
- Dartmouth, NS
Work Type
- Hybrid work environment
- 2 days per week in office
- 15 hours per week in office
Experience Level
- Senior
Education Level
- Post-secondary education
- Completed CIP or equivalent Property and Casualty industry designation
- Certificate in Adult Education (CAE, CACE) is considered an asset
Salary/Compensations
- $95,000 - $120,000
Benefits
- Annual bonus plan
- Leave of absence top-up programs
- Generous vacation time
- Personal days
- Premium free benefits
- Pension plan
About the Company
- Wawanesa Mutual Insurance Company, founded in 1896, is one of Canada's largest mutual insurers with over $3.5 billion in annual revenue and $10 billion in assets.
- Wawanesa Mutual is the parent company of Wawanesa Life and Western Financial Group.
- Wawanesa proudly serves over 1.7 million members in Canada and is home to more than 3,300 employees.
- The company donates over $3.5 million annually to charitable organizations.
- Recognized as one of Manitoba's Top Employers.
Equal Opportunity
- Committed to Diversity, Equity, Inclusion and Belonging (DEIB).
- Welcomes applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals.
- Aims to ensure the recruitment process is accessible to all candidates and offers accommodations upon request.
- All job applicants are subject to Wawanesa's Privacy Policy.
- The recruitment process may involve the use of AI tools, but final decisions are made by human recruiters and hiring leaders.