Senior Business Development Specialist - Experience & Enablement
Date: Sep 14, 2026
Location: North York - Toronto, ON (Hybr, CA Lethbridge, AB (Hybrid), CA Vancouver, BC (Hybrid), CA Calgary, AB (Hybrid), CA Kitchener, ON (Hybrid), CA Hybrid - Canada, CA Ottawa, ON (Hybrid), CA Winnipeg, MB (Hybrid), CA Edmonton, AB (Hybrid), CA
Company: Wawanesa Insurance
Job ID: 10300
Employment Type: Existing 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.
Working Business Language: English
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: $85,000 - $115,000. Candidates with salary expectations outside of the range are still encouraged to apply.
About The Wawanesa Mutual Insurance Company
Founded in 1896, The Wawanesa Mutual Insurance Company is one of Canada’s largest mutual insurers, 100% owned by its members, with more than $4.1 billion in annual revenue and $12.5 billion in assets. Headquartered in Winnipeg, Wawanesa is the parent company of Wawanesa Life, which provides life insurance solutions throughout Canada, and Western Financial Group, a leading national distributor of personal and business insurance. In March of 2026, Wawanesa entered into an agreement to acquire Everest Insurance Company of Canada to strengthen its commercial insurance capabilities and advance its long-term growth strategy.
Wawanesa proudly serves more than 1.8 million members and we are home to more than 3,000 employees across Canada. The company actively gives back to organizations that strengthen communities, donating more than $4 million annually to charitable organizations, including more than $2 million each year in support of people on the front lines of climate change. Learn more at wawanesa.com.
We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.
Job Overview
We’re looking for a strategic and collaborative Senior Business Development Specialist to help strengthen our national Business Development approach and support profitable growth across regions.
As a trusted advisor to leaders and regional teams, you’ll turn business priorities and performance data into practical strategies, tools, and insights that improve sales effectiveness and broker engagement.
Job Responsibilities
- Strategic Collaboration: Partner with leaders and regional teams to align regional activities with national priorities.
- Sales Enablement: Lead the development and rollout of sales playbooks, tools, processes, and training that support profitable growth.
- Performance Insights: Develop dashboards, scorecards, and reporting tools that identify opportunities and support informed decision-making.
- Project Leadership: Lead cross-functional Business Development initiatives from planning through implementation.
- Process Improvement: Improve Business Development processes, systems, and governance to create greater consistency and accountability.
- Capability Building: Provide guidance, resources, and expertise that strengthen Business Development capabilities across the organization.
Qualifications
- At least five years of experience in insurance, business development, sales enablement, or a related field.
- Strong analytical, communication, relationship-building, and project management skills.
- Demonstrated ability to lead initiatives and influence stakeholders without direct authority.
- Proficiency in Excel and experience translating data into actionable business insights.
- A collaborative, proactive, and solutions-oriented mindset.
- Experience with Power BI, Salesforce, underwriting, or performance improvement is considered an asset.
- Knowledge of the Canadian P&C insurance industry and broker distribution model is considered an asset.
- CIP designation or relevant post-secondary education is considered an asset.
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 jobs@wawanesa.com.
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.