Vice President, IT Solutions Delivery

We’re searching for a Vice President, IT Solutions Delivery.  Are you searching for new possibilities? This is a hybrid role based out of our Surrey, BC head office.

Westland Insurance Group Ltd. is looking for a bold, business-minded technology leader to step into a pivotal enterprise role. As Vice President, IT Solutions Delivery, you won’t just lead technology - you’ll shape how Westland delivers value to clients, empowers advisors, and scales for the future. This is a rare opportunity to own the end-to-end delivery of core business solutions across a growing national organization, while leading the evolution toward a modern, product-centric and AI-enabled delivery model.

Expected Compensation: The expected hiring range for this role is $200,000 to $230,000 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 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.

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 clients, communities, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.

In this role, you’ll operate at the intersection of business strategy and technology execution, partnering with senior leaders to turn priorities into scalable, high-impact solutions. You’ll lead a large, multi-disciplinary organization and play a central role in simplifying our technology landscape, accelerating delivery, and embedding AI into how we work.

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:

• 15+ years of progressive technology leadership, including 5+ years in a senior solutions delivery or IT leadership role (VP or equivalent), with a proven track record delivering complex, enterprise-scale SaaS and custom solutions
• Demonstrated ability to partner with senior business leaders to translate strategy into actionable roadmaps, clear priorities, and measurable outcomes, ideally within insurance, financial services, or a similarly regulated environment
• Experience owning multi-million dollar budgets and managing vendor ecosystems, with strong financial stewardship and a focus on value realization and ROI
• Post-secondary education in Computer Science, Information Systems, Business, or a related field (MBA or equivalent is an asset), combined with exceptional communication skills and the ability to translate technical concepts into business language
• Proven success building, leading, and developing high-performing, multi-disciplinary teams across product, engineering, QA, and architecture
• Deep expertise in modern delivery practices including agile, product management, DevSecOps, and continuous delivery, with experience evolving organizations toward a product-centric operating model
• Hands-on understanding of AI/ML and generative AI, with the ability to embed intelligent capabilities into business solutions, workflows, and decision-making
  
  

Once here, you'll:

• Act as the primary technology delivery partner to business leaders, translating strategy into solution roadmaps, measurable outcomes, and clear value realization plans

• Own end-to-end delivery of the full portfolio of business solutions (SaaS platforms, custom applications, and digital products), ensuring alignment to business priorities and continuous value creation
• Lead the evolution from project-based delivery to a product operating model, enabling teams to own outcomes, manage backlogs, and deliver value continuously
• Champion AI-driven innovation, identifying opportunities and integrating capabilities (e.g., generative AI, intelligent workflows) to enhance client, advisor, and operational outcomes
• Drive enterprise-wide platform simplification, reducing system complexity, rationalizing overlapping solutions, and advancing a more integrated, scalable architecture
• Oversee SaaS vendor and partner management end-to-end, including selection, commercial management, performance accountability, and alignment to strategic priorities
• Establish and lead portfolio governance, including prioritization frameworks, delivery health metrics, and executive-level reporting to ensure transparency and informed decision-making
• Drive delivery excellence through modern practices (agile, DevSecOps, continuous delivery), with clear standards across quality, velocity, security, and scalability
• Lead, develop, and inspire a high-performing organization, fostering a culture of accountability, curiosity, and continuous improvement
• Own financials and risk, including budget management, vendor spend, and ensuring all solutions meet security, privacy, and regulatory requirements
  
  

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