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 chance 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.

Compensation 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.

Reason for Vacancy This is a new opportunity within our team.

Learning & Development 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 career development, including seminars and conferences.

Benefits

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

Qualifications

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

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

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.

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

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. 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 [email protected].

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📌 Director, National Personal Lines - Digital Sales (Surrey)
🏢 Westland Insurance Group
📍 Surrey