IT Delivery Lead – Insurance Platforms

Application Deadline:

05/28/2026

Address:

250 Yonge Street

Job Family Group:

Technology

(Hybrid – Toronto)

The Delivery Lead is accountable for the end-to-end delivery of insurance technology initiatives, spanning legacy mainframe/AS400 platforms and modern cloud-based and data-enabled solutions. This role focuses on delivery execution, coordination, and oversight rather than people management or hands-on development.

The successful candidate brings deep experience delivering insurance core systems (policy, billing, claims), understands legacy COBOL/AS400 environments, and is comfortable overseeing projects working with Python-based services and cloud platforms to modernize and integrate insurance systems.

Key Responsibilities

Delivery Ownership (No Direct Reports)

• Own and manage end-to-end delivery for insurance application initiatives, from initiation through release and stabilization.

• Translate insurance business requirements into delivery plans, milestones, dependencies, and outcomes.

• Manage scope, schedule, and delivery risks across multiple concurrent initiatives.

• Ensure alignment with enterprise architecture, security standards, and regulatory expectations.

• Operate in a matrixed environment with no direct reports, influencing delivery outcomes through collaboration and governance.

Insurance Domain Focus

• Serve as a delivery expert for insurance core systems, including policy administration, rating, underwriting, billing, and claims platforms.

• Ensure solutions meet insurance-specific needs such as regulatory compliance, data integrity, auditability, and financial controls.

• Partner with business and actuarial stakeholders to ensure technology solutions support product and operational objectives.

Technical Oversight (Non–Hands-On)

• Provide technical delivery oversight for solutions spanning:

  Mainframe / AS400 (COBOL, CLP-based systems)

  Python-based applications and services

  Cloud platforms (AWS, Azure, or GCP)

• Review solution designs, architecture artifacts, estimates, and delivery approaches.

• Assess design and delivery impacts related to performance, resilience, data security, and integration.

• Ensure legacy systems are effectively integrated with modern platforms using APIs, messaging, or middleware.

Cloud & Modernization Delivery

• Oversee delivery of cloud migration, modernization, and data initiatives within an insurance ecosystem.

• Ensure cloud solutions align with organizational standards for security, cost management, observability, and scalability.

• Support hybrid architectures where on-prem/mainframe systems interact with cloud-native and Python-driven services.

Testing, Quality & Production Readiness

• Oversee test strategy, planning, and execution (unit, integration, regression, UAT) without hands-on testing.

• Ensure production readiness, including release coordination, operational documentation, and support models.

• Coordinate resolution of production issues, including root-cause analysis and remediation planning.

• Support internal and external audits by ensuring delivery artifacts and controls are in place.

Stakeholder & Governance Management

• Act as a single delivery point of accountability for business, IT, and vendor stakeholders.

• Provide clear and proactive status reporting, risk management, and decision support.

• Facilitate governance forums and delivery checkpoints as required.

Continuous Improvement

• Identify opportunities to improve delivery efficiency, tooling, and governance.

• Recommend automation and process improvements across legacy and cloud environments.

• Contribute to delivery standards, templates, and best practices across insurance technology teams.

Qualifications

Required Experience

• 7–10+ years delivering technology solutions in the insurance industry.

• Strong experience with mainframe / AS400 (COBOL-based) insurance systems.

• Proven experience in a Delivery Lead, Technical Delivery Manager, or Program Delivery role with no direct reports.

• Experience overseeing Python-based applications or data solutions.

• Hands-on knowledge (oversight-level) of cloud platforms such as AWS, Azure, or GCP.

• Experience integrating legacy insurance platforms with modern, API-driven architectures.

Knowledge & Skills

• Strong understanding of SDLC, release management, testing practices, and production support.

• Familiarity with JIRA and Confluence for delivery tracking and documentation.

• Ability to review and guide test plans and execution without performing testing.

• Understanding of security, compliance, and audit requirements in regulated insurance environments.

• Excellent analytical, organizational, and problem-solving abilities.

Communication & Collaboration

• Strong verbal and written communication skills.

• Comfortable working in highly collaborative, matrixed environments.

• Proven ability to influence outcomes without formal authority.

Salary:

$75,900.00 - $141,900.00

Pay Type:

Salaried

The above represents BMO Financial Group’s pay range and type.

Salaries will vary based on factors such as location, skills, experience, education, and qualifications for the role, and may include a commission structure. Salaries for part-time roles will be pro-rated based on number of hours regularly worked. For commission roles, the salary listed above represents BMO Financial Group’s expected target for the first year in this position.

BMO Financial Group’s total compensation package will vary based on the pay type of the position and may include performance-based incentives, discretionary bonuses, as well as other perks and rewards. BMO also offers health insurance, tuition reimbursement, accident and life insurance, and retirement savings plans. To view more details of our benefits, please visit:

About Us

At BMO we are driven by a shared Purpose: Boldly Grow the Good in business and life. It calls on us to create lasting, positive change for our customers, our communities and our people. By working together, innovating and pushing boundaries, we transform lives and businesses, and power economic growth around the world.

As a member of the BMO team you are valued, respected and heard, and you have more ways to grow and make an impact. We strive to help you make an impact from day one – for yourself and our customers. We’ll support you with the tools and resources you need to reach new milestones, as you help our customers reach theirs. From in-depth training and coaching, to manager support and network-building opportunities, we’ll help you gain valuable experience, and broaden your skillset.

To find out more visit us at .

BMO is committed to an inclusive, equitable and accessible workplace. By learning from each other’s differences, we gain strength through our people and our perspectives. Accommodations are available on request for candidates taking part in all aspects of the selection process. To request accommodation, please contact your recruiter.

Note to Recruiters: BMO does not accept unsolicited resumes from any source other than directly from a candidate. Any unsolicited resumes sent to BMO, directly or indirectly, will be considered BMO property. BMO will not pay a fee for any placement resulting from the receipt of an unsolicited resume. A recruiting agency must first have a valid, written and fully executed agency agreement contract for service to submit resumes.