Director, National Personal Lines - Digital Sales

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, experience, and market conditions for the role.

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.

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.

• 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

• 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

• 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…