Senior Director, Brand & Marketing in Burlington

Are you ready for your next opportunity? We’re searching for a strategic and growth-minded Senior Director, Brand & Marketing to help shape the future of Westland’s brand and drive our next phase of growth. This is a hybrid senior leadership role that can be based at our Head Office in Surrey, BC, our East Village location in Calgary, AB, or our Burlington, ON office.

As Senior Director, Brand & Marketing, you’ll lead Westland’s national brand, marketing, and digital growth strategies, advancing our ambition to become Canada’s leading omnichannel insurance brokerage. You’ll lead a talented, multidisciplinary team, strengthen our market presence, drive client acquisition, and create meaningful client experiences. Partnering with executive leadership, you’ll turn business priorities and market insights into innovative marketing strategies that deliver measurable results.

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 and development programs, including courses, seminars, and conferences that support your professional growth.

This is an opportunity to shape a national brand, influence enterprise strategy, and drive meaningful business growth. You’ll have the opportunity to challenge the status quo, embrace new technologies, and lead initiatives that strengthen Westland’s competitive position and client experience. Working closely with senior leaders across the business, you’ll help shape what’s next for Westland.

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 an inclusive culture alongside an extraordinarily talented community of people with diverse backgrounds
• A total rewards program that supports your financial, physical, and mental well-being

Why We’ll Love You

With 10+ years of progressive marketing leadership experience, you’ve developed strategies that strengthen brands, accelerate growth, and deliver measurable business results. Building brands is your strength. You know how to create meaningful differentiation, grow brand preference, and develop integrated marketing strategies that drive client acquisition and market share. Digital innovation and data-driven decision-making are part of your toolkit. From digital experience and conversion optimization to SEO, AEO, marketing analytics, and AI-enabled capabilities, you know how to turn insights into action. You understand the full client lifecycle and how targeted, personalized marketing can strengthen engagement, improve retention, and create opportunities for cross-sell, upsell, and long-term growth. Strong commercial acumen helps you connect marketing investments to business outcomes. You’re experienced in managing significant budgets, measuring performance, and translating market insights into strategies that deliver results. Inspiring high-performing teams comes naturally to you. You develop talent, build strong cross-functional partnerships, and influence senior leaders to bring people together around shared goals. Change and innovation energize you. You’re confident challenging the status quo, exploring emerging technologies, and turning new ideas into practical strategies that strengthen Westland’s competitive position.

You hold a bachelor’s degree in Marketing, Business, Communications, or a related field, or an equivalent combination of education and experience. Experience in insurance, financial services, or a complex, multi-location business is an asset.

Once Here, You’ll

• Lead Westland’s national brand and marketing strategy, strengthening brand awareness, preference, and differentiation while guiding brand positioning, messaging, and governance across our family of brands.
• Drive integrated demand generation and performance marketing across digital and physical channels, partnering with business leaders to grow client acquisition and market share across personal and commercial insurance while optimizing return on marketing investment.
• Elevate Westland’s digital presence by improving website experience, search visibility, engagement, and conversion through SEO, AEO, analytics, and experimentation.
• Develop client lifecycle marketing strategies that strengthen engagement, retention, and loyalty while creating opportunities for cross-sell, upsell, and increased client lifetime value.
• Champion marketing innovation through technology, automation, analytics, and AI.
• Lead market research, competitive analysis, and brand health tracking to identify opportunities and strengthen Westland’s competitive position.
• Manage the annual marketing budget, establish performance measures, and provide executive leadership with insights and reporting that demonstrate marketing’s contribution to growth and business outcomes.
• Lead and develop a high-performing marketing team while partnering with executive leaders, business teams, and the M&A team to align marketing with enterprise priorities, integrate acquired brands, and build effective agency, media, and technology partnerships.

You belong here. 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 careers@westlandinsurance.ca.