Vice President, IT Solutions Delivery

Westland Insurance Group

$200K — $230K *
Information Technology
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 15+ years in technology leadership, with a minimum of 5+ years in a senior IT solutions delivery role.
  • Strong experience in delivering complex enterprise-scale SaaS and custom solutions, particularly in regulated sectors.
  • Proven ability to partner with senior leaders, translating strategies into actionable roadmaps and measurable outcomes.
  • Hands-on management experience with multi-million dollar budgets and vendor ecosystems.
  • Post-secondary education in a relevant field; MBA or equivalent preferred.
  • Deep knowledge of agile, product management, and DevSecOps practices, transitioning organizations to a product-centric model.
  • Expertise in AI/ML applications and their integration into business workflows.

Responsibilities

  • Serve as the primary technology delivery partner to business leaders, creating solution roadmaps aligned with business strategies.
  • Manage end-to-end delivery of SaaS platforms, custom applications, and digital products, ensuring they meet business priorities.
  • Transition delivery from project-based to a product operating model, fostering team responsibility for outcomes.
  • Promote AI innovations, integrating solutions like generative AI into business processes for enhanced performance.
  • Streamline enterprise platforms, simplifying systems and eliminating redundancies in architecture.
  • Oversee SaaS vendor selection and management, ensuring strategic alignment and performance accountability.
  • Lead portfolio governance initiatives, establishing metrics and frameworks for effective decision-making.

Benefits

  • Flexible and welcoming work environment that promotes autonomy and personal success.
  • Opportunities for professional growth and skill enhancement.
  • Inclusive company culture embracing diverse backgrounds.
  • Comprehensive rewards program encompassing financial, physical, and mental health benefits.
  • Flexible paid values days to recognize significant personal dates.
  • Paid volunteer days supporting community engagement initiatives.
Full Job Description
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.

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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