Vice President, IT Solutions Delivery

Talent Acquisition Team at Westland Insurance. Text reply only. • Surrey, BC

5d • Hybrid

About The Position

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. 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.

Requirements

• 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

Nice To Haves

• MBA or equivalent is an asset

Responsibilities

• 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

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
• Financial assistance is available for approved work-related training and development programs, including courses, seminars, and conferences that support your professional growth.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive