Senior Manager, PI Operational Reporting & Analysis - Definity, Toronto

Role Overview

This senior leadership role at Definity in Toronto is crucial for the Personal Insurance (PI) business. Reporting to the Director, Personal Insurance Operational Reporting & Analysis, you will lead the development of executive, Board, investor, and regional performance reporting. Your expertise in financial analysis and operational insights will provide a clear view of business performance, enabling leaders to understand results, identify drivers, assess risks and opportunities, and make informed decisions. This position is a critical partner to Personal Insurance leadership, Corporate Finance, Actuarial, Investor Relations, Operations, and other stakeholders, transforming complex business information into meaningful insights and actionable recommendations. You will also drive continuous improvement in reporting processes, governance, and performance measurement frameworks, combining strong business acumen, analytical expertise, and leadership to support Personal Insurance's operating and financial objectives.

Your Impact

• Lead Personal Insurance business performance reporting, delivering timely and insightful reporting for the Executive Team, Board of Directors, PI Senior Leadership Team, and other key stakeholders.
• Translate financial, operational, and strategic information into concise executive narratives that clearly articulate performance drivers, risks, opportunities, and emerging trends.
• Develop reporting and presentations that support business performance reviews, executive discussions, and investor communications.
• Lead the measurement, monitoring, and reporting of regional and consolidated Personal Insurance financial and operational performance.
• Provide leaders with a comprehensive view of business results through P&L analysis, operational metrics, and key performance indicators across markets, channels, and business segments.
• Identify and analyse variances, trends, performance gaps, and emerging risks to support effective business management.
• Partner with Finance, Portfolio Management, and Business Leaders to evaluate performance drivers and support actions required to improve business outcomes.
• Monitor progress against operating plans, financial commitments, and business objectives in partnership with business leaders.
• Deliver analysis that helps leaders understand the impact of operational decisions, business initiatives, and changing market conditions.
• Identify performance risks and opportunities and provide actionable recommendations to improve results.
• Contribute analytical expertise and performance insights that support forecasting, planning activities, and management discussions.
• Lead Personal Insurance contributions to quarterly earnings, investor reporting, external disclosures, and related stakeholder communications.
• Partner with Investor Relations, Corporate Finance, Actuarial, and business leaders to develop clear and compelling performance narratives.
• Deliver analytical support for major business initiatives, acquisitions, integrations, and other high-priority corporate programs.
• Drive continuous improvement across reporting processes, governance practices, analytical tools, and data management capabilities.
• Lead the implementation of enhanced reporting solutions, dashboards, automation opportunities, and AI-enabled analytical capabilities.
• Strengthen data quality, reporting controls, and governance practices to ensure reporting integrity, consistency, and audit readiness.
• Establish and maintain effective reporting standards and practices across Personal Insurance.
• Lead, coach, and develop the Operational Reporting & Analysis team, fostering a high-performing, collaborative, and insight-driven environment.

Requirements

• University degree in Business, Accounting, Economics, Finance, or a related discipline.
• Professional designation such as CPA, CFA, or equivalent.
• Minimum 8 years of progressive experience in financial reporting, performance management, business analytics, or related disciplines within the P&C insurance industry.
• Strong understanding of P&L performance measurement, business performance management, and financial analysis.
• Proven ability to synthesize complex financial and operational information into meaningful business insights and executive-level communications.
• Advanced analytical, financial modelling, presentation, and problem-solving skills.
• Strong stakeholder management skills with the ability to influence and build relationships across multiple functions and leadership levels.
• Demonstrated leadership experience developing talent, coaching teams, and fostering a culture of accountability and continuous improvement.
• Advanced proficiency in Microsoft Excel and PowerPoint.
• Self-motivated, adaptable, and capable of managing multiple priorities in a dynamic environment.
• High degree of proficiency with English required to service customers, both internal to the company and external, across Canada.

What Definity Offers

• Hybrid work schedule for most roles.
• Company share ownership program.
• Incentive Program, with payouts subject to individual and company performance.
• Pension and savings programs, including company-matched RRSP contributions.
• Paid volunteer days and company matching on charitable donations.
• Educational resources, tuition assistance, and paid time off to study for exams.
• Focus on inclusion with employee groups, support for gender affirmation surgery, access to BIPOC counsellors, and programs for working parents.
• Wellness and recognition programs.
• Discounts on products and services.

About Definity

Definity is the parent company to some of Canada’s most long-standing and innovative insurance brands, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. Their ambition is to be one of Canada’s leading and most innovative property and casualty insurers. Definity fosters a collaborative, ambitious, rewarding, and empowering culture. They offer a flexible, hybrid work experience where employees work from the office and virtually. Definity has been recognised by Great Place to Work® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.