Job ID: 10015 Location: Hybrid - Canada (Moncton, NB; Kitchener, ON; Dartmouth, NS; Montreal, QC; Lloydminster, AB; Vancouver, BC; Thunder Bay, ON; Wawanesa, MB; North York – Toronto, ON; Lethbridge, AB; Edmonton, AB; Winnipeg, MB; Calgary, AB; Ottawa, ON) Employment Type: New Role Working Business Language: English Salary: $95,000 – $120,000 annually. Full‑time employees also eligible for an annual bonus plan, leave of absence top‑up, generous vacation time, personal days, premium free benefits, and a pension plan. Job Overview Working under minimal supervision, the Senior Underwriting Training Specialist is a pivotal role in the creation, maintenance, and utilization of an underwriting training program for Commercial Lines. The successful candidate will support the effectiveness and execution of underwriting strategy and act as a critical bridge between underwriting, operations and enterprise stakeholders. Job Responsibilities Lead the design, development, and implementation of underwriting learning experiences for Commercial Lines, selecting appropriate training methods to scale programming. Create clear, audience‑appropriate underwriting communications related to training experiences, translating complex concepts into practical tools. Develop and maintain underwriting training roadmaps, conducting needs analysis to ensure training meets internal stakeholder needs. Serve as a subject‑matter expert in developing, creating, and distributing additional training and communication materials to improve underwriting efficiency. Oversee the design, implementation and continuous governance of an underwriting knowledge site containing processes, training and other resources. Maintain training programs and knowledge resources through regular review, ensuring relevance, clarity and currency. Support underwriting transformation initiatives such as appetite shifts and process changes. Mentor and develop team members, sharing best practices and fostering a culture of continuous learning. Monitor internal industry trends, legislation and regulation changes and track participation, engagement and learning effectiveness. Identify metrics and provide timely, meaningful reporting on learning effectiveness, including participation and completion statistics. Develop and enhance business relationships by liaising with internal and external stakeholders. Lead as a subject‑matter expert in Commercial lines underwriting initiatives focused on enhancing underwriting expertise and critical thinking. Qualifications 5+ years Property & Casualty industry experience focused on training, enablement, or knowledge sharing, or Learning & Development experience within insurance or financial services. Knowledge or background in Commercial underwriting and best practices within a learning and development context. Proven ability to design, develop, scale and sustain training programs using adult learning principles. Post‑secondary education and/or completed CIP or equivalent Property & Casualty designation. Certificate in Adult Education (CAE, CACE) considered an asset. Strong critical thinking, logic and judgment skills. Excellent analytical and problem‑solving skills with ability to conduct detailed analysis and implement best solutions promptly. Excellent communication and presentation skills, capable of conveying complex information at an appropriate level. Strong planning and organizing skills, capable of developing and prioritizing effective plans. Agile and change‑ready, able to support transformation initiatives. Comfortable working on digital platforms for publishing and managing content. Diversity, Equity, Inclusion & Belonging At Wawanesa, we are committed to DEIB and believe that our strength lies in the diversity of our people. We welcome applications from all qualified candidates, including racialised persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender‑diverse and neurodiverse individuals, and anyone who can contribute to further diversification of thought and ideas. #J-18808-Ljbffr