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AVP, Systems

3 weeks ago

Toronto, Ontario, Canada HSB - Hartford Steam Boiler Full time

HSB Canada, part of Munich Re, is Canada's premier engineering-driven specialty insurer and provider of inspection, engineering and technology services that set the standard for excellence in the market. Our constantly evolving offerings lead the market in cyber, equipment breakdown, renewable energy, technology services, engineering-based risk management and inspection services. We bring technical expertise to help our clients stay ahead of complex, emerging and technology-based risks. We dare to think big, and we are continuously innovating on behalf of our clients. We recognize Diversity, Inclusion, and Belonging as key priorities and a culture that welcomes different thoughts and opinions.

HSB is much more It's insurance. Engineering. Technology. To learn more about us, please visit:

Primary Objectives:
The AVP, Systems & Data Transformation is a critical leadership role responsible for driving HSB Canada's digital, systems, and data transformation agenda. The objective of this role is to design and execute a multi-year digital and data strategy, modernize core platforms, advance cloud and automation initiatives, and establish strong enterprise data governance. The AVP works closely with business leaders, IT, and global partners to deliver scalable, customer-centric solutions, ensure effective data utilization, and support organizational growth through innovative digital capabilities.

Key Responsibilities:

  • Digital & Data Strategy:
  • Develop and execute a comprehensive multi-year digital, systems, and data strategy aligned with regional and global objectives.
  • Establish enterprise data strategy for the collection, aggregation, governance, and utilization of internal and external data.
  • Collaborate with global partners to expand digital service offerings and deploy predictive analytics to support business decision-making.
  • Develop roadmaps for customer-centric digital products and solutions.
  • Core Platform & Systems Transformation:
  • Lead the transformation of multiple core systems platforms, including several Guidewire implementations.
  • Ensure the data strategy is fully enabled through next-generation platforms.
  • Oversee delivery to scope, timelines, and budget requirements.
  • Implement strong change management processes to ensure smooth transitions for internal and external stakeholders.
  • Cloud Modernization & Automation:
  • Lead initiatives focused on cloud migration, automation, digitization, and intelligent solutions.
  • Partner with IT to design and implement optimal technology solutions for defined business use cases.
  • Provide guidance and mentorship to development teams to build cloud competencies and deliver measurable ROI.
  • Enterprise Planning & Leadership:
  • Lead annual and multi-year planning for systems and data initiatives, aligned with HSB Canada, GSI, and Munich Re priorities.
  • Manage technical initiative budgets and resource planning.
  • Communicate transformation progress and key updates to the Executive Steering Committee and senior leadership.
  • Serve as a senior subject matter expert for data and systems, supporting leaders across the organization.
  • Governance & Continuous Improvement
  • Establish, implement, and govern enterprise-wide data standards and data governance frameworks.
  • Own developed digital solutions and services, ensuring appropriate maintenance, enhancement, and long-term sustainability.

Qualifications:

  • Post-secondary education in Technology, Data, Engineering, or a related field.
  • 7–10+ years leading major digital, systems, and data transformation initiatives in large organizations, including core platform and Guidewire implementations.
  • 5–7+ years of managerial experience with a proven ability to build and lead high-performing teams and strategic partnerships.
  • Experience in data-intensive industries such as insurance, reinsurance, or banking (preferred).
  • Strong knowledge of insurance operations—ideally specialty insurance—and enterprise systems transformation.
  • Expertise in Azure cloud services, cloud migration, data governance, and data-centric technologies.
  • Strong strategic thinking, business acumen, problem-solving, and project management skills.
  • Excellent communication skills with the ability to translate complex technical concepts to diverse audiences.
  • Ability to operate effectively in both strategic and hands-on capacities, proactively identifying and resolving issues.

Company Benefits:
Together, we engage with everything we have and are, to help humankind act braver and better. Go further with HSB.

We are pleased to offer our employees great benefits and resources to support their mental, physical and financial wellbeing. These include:

  • An engaging and collaborative environment that promotes continuous learning and development
  • A hybrid work environment that combines weekly in-office and remote days. Fully remote options are offered in some locations across Canada.
  • A great compensation package including an annual company bonus
  • Competitive company-paid flexible health and dental benefits, starting on your first day
  • Flexible dollars provided by the company to put towards a Health Spending Account and/or Wellness Spending Account
  • Wellness program with tools and resources supporting your mental, physical, and financial wellbeing – on and off the job
  • Participation in the DC Pension Plan with a progressive employer contribution scale based on tenure starting at 4%, plus optional company match in the RRSP plan
  • Generous time off including vacation, personal days, unplanned time, Statutory Holidays and company-wide early closure half-days
  • Learning and development programs and resources, including unlimited access to LinkedIn Learning, Education Assistance Program, and reimbursement for professional fees
  • Employee Referral Program and Recognition Program

HSB Canada is committed to providing a work environment that is inclusive and free of employment barriers and discrimination. Accommodation will be made for qualified applicants with a disability throughout the recruitment process. If you receive a request for an interview and you have a disability which will require an accommodation to support your participation, please consult with Human Resources or contact as soon as practical so that suitable accommodations can be arranged.

We thank all candidates for their interest; however, only those selected for an interview will be contacted.