Director, National Personal Lines - Digital Sales

We’re searching for a Director, National Personal Lines - Digital Sales. Are you searching for new possibilities?
Westland Insurance Group Ltd. has an exciting opportunity for a Director, National Personal Lines - Digital Sales. This hybrid role can be based out of one of our major office locations, including Surrey, BC, Calgary, AB, or the Greater Toronto Area, offering the opportunity to collaborate with colleagues and partners across the country.
The Director is responsible for leading and overseeing Westland’s Personal Lines Digital Sales teams across Canada. This role will lead regional sales leaders, drive digital channel performance, and execute growth strategies that support national business objectives.

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.
Expected Compensation: The expected hiring range for this role is $105,000 to $131,000 based on a 35-hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role and internal equity.
Westland also offers a competitive annual short-term incentive program that enables employees to share in the rewards of the business and emphasizes the measures that are key to our success.
Reason for Vacancy: This is a new opportunity within our team.
Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.
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.
The Director is responsible for 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. This role is accountable for team member engagement, development, performance, and recruitment.
Interested in learning more?
Why you'll love Westland:

An open, flexible and welcoming workplace
Plenty of opportunities to grow and learn
Autonomy to drive your own success
Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
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, a program to support causes that matter most to our employees and clients

Why we’ll love You:

5+ years of leadership experience, including proven success leading multi-regional or national sales teams within insurance or a related industry
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
Level 2 General Insurance License (or equivalent)
Industry designation preferred (CAIB, CIP, CRM, FCIP)
Willingness to travel nationally as required

Once here, you'll:

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

As part of our commitment to transparency, we want to let you know that while our recruitment system includes AI capabilities, these are never used to screen, evaluate, or select candidates. The only AI functionality that Westland uses is for transcribing notes during candidate calls, and this occurs with your consent. These tools aren't used to make any hiring decisions throughout our recruitment process.

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Want to get to know each other better? Send your resume our way.