Vice President, Small & Lower Midmarket Underwriting Manager

Chubb; Toronto; On-site; CAD 100,000 - 120,000; Full time

Job summary

A global insurance leader seeks an experienced underwriting manager in Toronto, Canada. This role involves driving new business production and implementing underwriting strategies within the Small & Lower Midmarket unit. Candidates should possess at least 8 years of commercial underwriting experience, comprehensive knowledge of the Canadian insurance marketplace, and excellent interpersonal skills. The position requires approximately 25% travel across Canada and the northeastern U.S., focusing on achieving superior results through effective team leadership and collaboration.

Qualifications

• 8+ years of commercial underwriting experience.
• Deep knowledge of the Canadian commercial insurance marketplace.
• Experience with analytics-driven underwriting preferred.

Responsibilities

• Drive new business production through multiline underwriters.
• Implement multiline solutions for long-term growth.
• Execute financial plans and provide regular reporting.
• Promote Chubb’s SLM market presence through engagement activities.
• Talent management for direct and indirect reports.
• Ensure adherence to audit and compliance requirements.
• Partner with renewal and service leads for superior broker experience.

Skills

Commercial underwriting experience

Interpersonal communication skills

Negotiation skills

Analytical skills

Strategic thinking

Creative thinking

Collaboration skills

Project leadership

Job description

Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally.

Key Objective:

We are seeking an ambitious and energetic underwriting manager with deep experience in the Canadian P&C marketplace for Chubb’s Small & Lower Midmarket (“SLM”) unit in Canada. Reporting to the SVP, Small & Lower Midmarket Segment Leader, this individual leads a team of dedicated SLM new business production underwriters in an operating model designed to efficiently underwrite SLM business. The ideal candidate enjoys a fast-paced, dynamic, and team-oriented environment focused on achieving superior results.

Major Responsibilities:

• Drive new business production through a team of multiline underwriters working in multiple branches, approve deals within assigned authority limits, and manage underwriter productivity.

• Implement and optimize multiline solutions to aggressively drive new business with consideration to appetite, underwriting, product, pricing, servicing, renewal, distribution/marketing, and technology to achieve long‑term growth and profitability.

• Work with Canadian and North American teams to implement SLM underwriting strategy.

• Execute financial plans and provide regular reporting SLM Canada, including production forecasting and reporting. Provide updates on financial results and delivery milestones to senior executives.

• Promote Chubb’s SLM market presence and raise awareness of our capabilities by actively engaging in broker visits, presentations, trade shows, alliances, digital/social media, and other activities.

• Talent management for direct and indirect reports, including performance assessments, compensation planning, recruiting, and onboarding.

• Support the execution of SLM‑focused distribution strategies.

• Ensure adherence to audit and compliance requirements and execute self‑audits for SLM underwriters.

• Partner with the renewal and service lead(s) to deliver a superior broker experience on the entire SLM portfolio.

• Travel: This position requires travel across Canada and the northeastern United States, approximately 25% of the time.

Qualifications

• 8+ years of commercial underwriting experience

• Deep knowledge of the Canadian commercial insurance marketplace and distribution landscape.

• Experience with rules‑based, analytics‑driven underwriting preferred

• Excellent interpersonal communication and negotiation skills

• Strong organizational and analytical skills

• Demonstrated strategic and creative thinking abilities

• Ability to collaborate effectively with internal and external business partners at all levels

• Demonstrated project leadership skills

At Chubb we are committed to providing equal employment opportunities to all employees and applicants. It is our policy to provide equal employment opportunities to employees and applicants based on job‑related qualifications and ability to perform a job. If you require an accommodation during the hiring process or upon hire, please inform Human Resources. If a selected applicant requests accommodation during the recruitment process, Chubb will consult with the applicant in order to provide suitable accommodation that takes into account the applicant’s accessibility needs.