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About the Role
This role drives national digital sales strategy, operational excellence, channel effectiveness, and business growth, ensuring consistent performance and an exceptional client experience across all regions.
Responsibilities
- Lead and develop Personal Lines Digital Sales teams nationwide, providing direction through regional leadership and driving consistent business results
- Oversee digital sales strategy, channel performance, and business development initiatives across Canada
- Ensure effective execution of sales processes while maintaining governance, compliance, and alignment with organizational standards
- Establish high-performance expectations and a culture of accountability through coaching, development, and performance management
- Partner with Marketing, Underwriting, and other business leaders to execute strategic corporate initiatives
- Monitor and report on national sales performance, key metrics, and market trends, leveraging data-driven insights to drive continuous improvement
- Develop and maintain a robust professional network that supports growth, market expansion, and strategic partnerships
- Support regional leaders in resolving complex business and operational challenges
- Identify and develop high-potential talent to strengthen leadership succession and organizational capability
- Represent the organization through industry associations, partnerships, and events while maintaining strong industry expertise
- Travel nationally as required to support teams, strengthen alignment, and advance digital sales priorities
- Overseeing the national Digital Sales team's performance and business development activities, ensuring sales leaders and teams consistently execute established processes and achieve business objectives.
- Accountable for team member engagement, development, performance, and recruitment.
Requirements
- 5+ years of leadership experience, including proven success leading multi-regional or national sales teams within insurance or a related industry
- Demonstrated underwriting expertise and market experience
- Extensive experience leading technology-enabled sales transformation and digital growth initiatives
- Proven ability to build and leverage strategic partnerships and professional networks to drive business growth
- Demonstrated expertise in designing, optimizing, and scaling sales workflows and operational processes
- Established track record of leading leaders, driving business results, and executing organizational objectives
- High level of personal and professional integrity with exceptional communication and interpersonal skills
- Demonstrated ability to collaborate effectively with cross-functional business leaders
- Ability to lead through complex and ambiguous business challenges
- Willingness to travel nationally as required
Skills
- Digital Sales
- Sales Strategy
- Operational Excellence
- Channel Effectiveness
- Business Growth
- Performance Management
- Client Experience
- Underwriting Expertise
- Market Experience
- Technology-Enabled Sales Transformation
- Digital Growth Initiatives
- Strategic Partnerships
- Professional Networks
- Sales Workflows
- Operational Processes
- Leadership
- Communication
- Interpersonal Skills
- Collaboration
- Problem-Solving
Location
- Surrey
- Calgary
- GTA
Work Type
- Hybrid
Experience Level
- 5+ years of leadership experience
Education Level
- Level 2 General Insurance License (or equivalent)
- Industry designation preferred (CAIB, CIP, CRM, FCIP)
Salary/Compensations
- $105,000 to $131,000 based on a 35-hour work week
Benefits
- Competitive annual short-term incentive program
- Financial assistance for approved work-related training/development courses leading to certification
- Programs that offer professional development, including seminars and conferences
- An open, flexible and welcoming workplace
- Plenty of opportunities to grow and learn
- Autonomy to drive your own success
- Inclusive culture
- A total rewards program that takes care of your financial, physical, and mental health
- Flexible paid Values Days to celebrate days important to you
- Paid Volunteer Days for employees as part of Amplifying Communities
About the Company
- Westland Insurance Group Ltd. has an exciting opportunity for a Director, National Personal Lines - Digital Sales.
- Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers.
- Discover what’s possible, with Westland.
- The Westland story is all about growth, and that means plenty of possibility for everyone on our team.
- Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment.
- As we continue to open new doors, we're inviting amazing people like you to join us.
- We strive to be much more than a great place to work. Here, you join a collective of incredibly vibrant, purpose driven, and open-minded people.
- Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment.
- You will be supported and respected for who you are and for the voice you add to the conversation.
- At Westland, you will feel the power of community.
- Westland Insurance Ltd. is an inclusive organization that values diversity in its workforce.
- We listen, champion equity and diversity, and create safe welcoming spaces where everyone has a voice and is free to be themselves.
Equal Opportunity
- Westland Insurance Ltd. encourages applications from all qualified individuals and will accommodate applicants' disability-related needs, up to the point of undue hardship, throughout all stages of the recruitment and selection process.
- If you require a disability-related accommodation in order to participate in the recruitment process, please contact the recruitment team by email at careers@westlandinsurance.ca