Bilingual Senior Claims Training Specialist

Job ID: 10410

Employment Type: New Role

Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office) and remote work. You may work from any of the following locations: Winnipeg, MB; Wawanesa, MB; Vancouver, BC; Calgary, AB; Edmonton, AB; Lethbridge, AB; Toronto (North York), ON; Kitchener, ON; Ottawa, ON; Montreal, QC; Moncton, NB; Dartmouth; NS.

Working Business Language: Bilingual in English and French.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan.

The salary offered for this role is determined with consideration to various factors, including but not limited to: your work location, local labour market conditions, external market salary data, internal pay equity and the knowledge, skills, experience and anticipated proficiency in the role. The salary offered is estimated to be within the following range: $75,000 - $115,000.

About The Wawanesa Mutual Insurance Company
Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, fully owned by its more than 1.8 million members. Headquartered in Winnipeg, Wawanesa is the parent company of WSI™, a specialty insurer delivering tailored solutions built around unique needs; Wawanesa Life, a provider of life insurance products; and Western Financial Group, a leading national distributor of personal and commercial insurance.

Wawanesa is committed to helping communities thrive in a changing world. The company invests more than $4 million annually in charitable initiatives, including $2.5 million each year to support people and communities on the front lines of climate change. Learn more at wawanesa.com.

We are currently seeking dedicated, driven, and enthusiastic individuals who thrive in a dynamic environment, embrace change, and are eager to gain diverse experience while advancing their careers as part of a growing team.

Job Summary

The Bilingual Claims Training Specialist is responsible for designing, delivering, and continuously improving technical training programs that support Auto Physical Damage (APD) Claims teams across Canada. The role partners with operational leaders to strengthen employee capability, support onboarding and development, and ensure learning solutions align with business objectives and evolving claims practices.

As a national role, the successful candidate will leverage their claims expertise and bilingual capabilities to deliver training and support operational initiatives across multiple regions, including Quebec. The role may also support Property Claims learning and workforce development initiatives in collaboration with Property leadership and the training team, helping to ensure employees have the skills and knowledge needed to succeed when business needs arise.

Key Responsibilities

• Design, develop, facilitate, and evaluate technical training programs for APD Claims employees across Canada.
• Deliver engaging learning experiences through classroom, virtual, coaching, and experiential learning methods in both English and French.
• Support onboarding, technical development, and ongoing learning for employees at all levels.
• Utilize Guidewire ClaimsCenter and other claims systems to provide practical, hands-on training and reinforce best practices.
• Partner with operational leaders to identify learning needs, performance trends, and capability gaps.
• Analyze quality reviews, audit findings, customer feedback, and operational results to recommend targeted learning solutions.
• Measure training effectiveness and identify opportunities for continuous improvement.
• Support national initiatives, system enhancements, process changes, and business transformation activities through training and change enablement efforts.
• Coach, mentor, and support employees and leaders in building technical claims expertise.
• Support Property Claims onboarding, technical training, and workforce development initiatives in Quebec in collaboration with Property leadership and the training team when business needs arise.
• Maintain current knowledge of industry trends, regulatory requirements, and company practices impacting claims operations.

Qualifications

Education & Designations

• Post-secondary education or an equivalent combination of education and experience.
• CIP, Training & Development Certificate, or other related professional designation is considered an asset.
• AMF Claims Adjuster Licence is considered an asset.

Experience & Knowledge

• Minimum 5 years of progressive Auto Physical Damage (APD) claims experience.
• Strong technical claims knowledge and practical claims handling experience.
• Experience using Guidewire ClaimsCenter and coaching others on claims systems and best practices.
• Experience facilitating training, coaching, mentoring, or employee development.
• Strong understanding of APD claims processes, customer service standards, and regulatory requirements.
• Experience analyzing operational results and identifying learning and performance improvement opportunities.
• Experience in both Auto Physical Damage and Property Claims handling, training, coaching, or technical development is considered a strong asset.

Skills & Competencies

• Fully bilingual in English and French.
• Excellent facilitation, presentation, and communication skills.
• Strong coaching, mentoring, and relationship-building abilities.
• Proven ability to collaborate effectively with leaders and stakeholders across diverse teams and regions.
• Strong analytical, problem-solving, and continuous improvement skills.
• Ability to manage multiple priorities and adapt to changing business needs.
• Commitment to fostering an engaging, inclusive, and high-performing learning environment.

Diversity Equity, Inclusion & Belonging

At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.

We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas.

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [email protected].

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.