Senior Insurance Program Manager - Digital Transformation Initiative - 2793
S.i. Systems
Toronto, ON-
Number of positions available : 1
- Salary To be discussed
-
Contract job
- Published on August 22nd, 2025
-
Starting date : 1 position to fill as soon as possible
Description
On-site availability: Must be able to work from our Markham office a minimum of three days per week.
6 months
You are a highly motivated Program Manager who can drive Delivery in alignment with the organization
mandate and goals. You are strong in program & project management practice and possess both business
and technical acumen. You support the team and work to achieve results within the constraints of budget,
schedule and scope. You are a leader, an influencer, a team player and a collaborator.
• Stakeholder Management: Experience leading large programs, managing executive expectations.
• Program & Project Planning: Develop integrated project plans, including scope, timelines, budgets,
and allocation of resources.
• Team Leadership: Lead project teams, including internal and external partners, ensuring alignment
with project goals and objectives.
• Risk Management: Guide and support the team to identify potential project risks and develop
mitigation plans to ensure successful project delivery.
• Stakeholder Engagement: Champion strong relationships with clients, vendors, and team members
to improve collaboration and project success.
• Communication: Maintain clear and open communication channels with project partners, providing
regular updates and reports.
• Scope Management: Work closely with the business to baseline and monitor project scope and
activate change requests as needed.
• Financial Management: Produce cost models, maintain budgets and expenditures, making vital
adjustments to stay within budget.
• Quality Assurance: Ensure project deliverables meet quality standards and best practices.
• Governance: Maintain project documentation, including project plans, status reports, and other
artefacts.
• Critical thinking & Problem Solving: Identify and resolve project issues and obstacles to keep projects
on track.
• MUST Have
General Insurance background and experience (preference for Commercial insurance
experience)
• MUST have experience with Transformational Programs
• Bachelor's degree or equivalent work experience. Project management certification (PMP) is a must
• Experience as a Program & Project Manager with at least 15 years’ experience managing programs
with large budget (20 MM+), complex solutions and over multiple years
• Excellent interpersonal skills and proficiency to work with executive stakeholders
• Financial proficiency and experience operating under tight governance is a must
• Experience overseeing multiple projects within a program structure
• Critical thinking, problem solving and conflict resolution
• Financial proficiency and hands-on experience managing large scale budgets
• Excellent leadership, communication, management and interpersonal skills
• Ability to run effective project meetings, workshops and/or other forums as needed
• Ability to work with and coordinate cross functional teams including vendor partners
• Ability to support, influence and negotiate project decisions based on data
• Knowledge of different project management methodologies
• Strong analytical skills and ability to navigate complex scenarios
• Proficiency in MS Project, Microsoft Suite (Excel, PowerPoint, Word), Teams and SharePoint
• Proficiency in JIRA and Confluence
Requirements
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