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Ryan Specialty

Sr. VP, Property

Toronto, ON, Canada

Job type: Full-time
Education: Bachelor’s degree
Experience: 10+ years of Property & Casualty underwriting experience.
Posting language: English
Posted: Sep 30, 2026

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Original job description

Position Summary:

The Product Head is responsible for driving the underwriting strategy and aligning the supporting talent and capital to drive results for a given product. They build and/or contribute to the partnerships needed internally and externally to deliver. They provide transparency and ensure metrics and reporting on their product are source of truth. And they provide additional support to the MGU as relates to their product. This role collaborates with MGU President / MD to ensure they are delivering on targets. They promote a culture consistent with Ryan’s values and ensure a sustainable business result.

Location:

Toronto - Ontario

What will your job entail?

Responsibilities:

Drive Product Strategy and Portfolio Performance

Define and execute product underwriting strategy aligned with capital provider appetite, premium objectives, target loss ratios, portfolio mix, and growth goals.
Own portfolio performance across premium, new business, renewals, profitability, geographic distribution, line of business mix, and key loss drivers.
Establish underwriting guidelines, referral practices, compliance standards, and first-line risk management controls.
Continuously evaluate and enhance product offerings, including opportunities for geographic expansion and market growth.
Partner with actuarial and pricing teams to develop, maintain, and refine pricing models and supporting analytics.
Coordinate bespoke capital solutions and collaborate with capital providers, RSUM, and MGU leadership as needed.
Recruit, develop, and retain top underwriting talent while building succession plans and appropriately delegating authority.

Build Strategic Partnerships

Cultivate and manage key external relationships, including TPAs, service providers, data partners, and other strategic vendors that enhance product performance.
Collaborate with shared service teams including actuarial, legal, compliance, finance, and operations to align resources and address business needs.
Share best practices, market intelligence, and performance insights across the organization to support broader enterprise success.

Serve as the Product Portfolio Authority

Establish and monitor portfolio health metrics that provide actionable insights to leadership, capital providers, and other stakeholders.
Deliver transparent, accurate, and timely reporting on underwriting, operational, and financial performance.
Ensure the integrity and quality of all product and portfolio-related data, reporting, and analytics.

Support Overall MGU Growth and Operations

Partner with distribution and business development teams to strengthen broker and market relationships.
Lead product-specific marketing strategies aligned with enterprise brand and growth objectives.
Contribute to business planning, forecasting, staffing models, and compensation strategies for assigned product lines.
Monitor production trends and portfolio performance, proactively identifying risks, opportunities, and variances to plan.
Support executive reporting, KPI management, and strategic planning activities.
Ensure operating plans and business initiatives effectively support current and future product needs.

Qualifications

Education

Bachelor's degree required; Master's degree in Risk Management, Actuarial Science, Business Administration, or a related field preferred.

Experience

10+ years of Property & Casualty underwriting experience.
Proven experience leading product strategy, portfolio management, and underwriting teams.
Demonstrated success managing profitability, growth, and capital partner relationships.

Licenses and Certifications

Active Property & Casualty and/or Surplus Lines license required.
Professional designations such as CPCU, ARM, AU-M, or equivalent preferred.

Key Competencies

Technical Expertise

Property & Casualty Underwriting
Commercial Lines Underwriting
Portfolio and Financial Management
Pricing and Market Analytics
Regulatory Compliance
Underwriting Systems and Technology Solutions
Market Intelligence and Competitive Analysis

Leadership Capabilities

Strategic Thinking: Translates market insights and business objectives into profitable growth strategies.
Execution Excellence: Drives accountability, operational discipline, and measurable business results.
Influence and Collaboration: Builds strong relationships, earns trust, and effectively aligns diverse stakeholders.
Talent Leadership: Attracts, develops, and retains high-performing teams while fostering a culture of growth and accountability.
Entrepreneurial Mindset: Identifies opportunities, embraces innovation, and balances risk with growth objectives.

Why this role matters

This leader serves as the ultimate owner of product strategy, portfolio performance, underwriting discipline, and talent leadership, ensuring sustainable growth and profitability while delivering exceptional value to brokers, insureds, and capital partners.

Disclaimer

Ryan Specialty is an Equal Opportunity Employer. We are committed to building and sustaining a diverse workforce throughout the organization. Our vision is an inclusive and equitable workplace where all employees are valued for and evaluated on their performance and contributions. Differences in race, creed, color, religious beliefs, physical or mental capabilities, gender identity or expression, sexual orientation, and many other characteristics bring together varied perspectives and add value to the service we provide our clients, trading partners, and communities. This policy extends to all aspects of our employment practices, including but not limited to, recruiting, hiring, discipline, firing, promoting, transferring, compensation, benefits, training, leaves of absence, and other terms, conditions, and benefits of employment.

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More about this job

Responsibilities

The Product Head is responsible for defining and executing underwriting strategies to drive portfolio performance and profitability. They lead cross-functional teams, manage capital partner relationships, and ensure transparent reporting on product metrics.

Requirements

Candidates must have over 10 years of Property & Casualty underwriting experience and a proven track record in leadership and portfolio management. A bachelor's degree is required, with a preference for advanced degrees in related fields and professional designations like CPCU or ARM.

Skills

Property & Casualty Underwriting
Portfolio Management
Product Strategy
Risk Management
Financial Management
Pricing Models
Market Analytics
Regulatory Compliance
Strategic Partnerships
Underwriting Guidelines
Capital Solutions
Leadership
Data Integrity
Business Development
Forecasting
KPI Management

Visa sponsorship

Not detected in the job text

Keywords

Property & Casualty
Underwriting
Portfolio Management
Product Strategy
Capital Provider
Risk Management
Actuarial Science
Pricing Models
Compliance
Market Intelligence
CPCU
ARM
AU-M
Surplus Lines
Broker Relationships
KPI Management
Financial Performance
Business Planning
Forecasting
Strategic Planning
Underwriting Guidelines
Data Analytics
Commercial Lines
Leadership
Succession Planning
Operational Discipline
Entrepreneurial Mindset
Stakeholder Management
Marketing Strategy
Reporting

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