Job ID: 9936

Employment Type: Existing Role

Working Business Language: English. This role requires regular interaction with customers in Canada where the primary business language utilized is English. As such, the successful candidate must be fully proficient in English.

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan.

Job Overview

The Senior Field Underwriter, Commercial Mid-Market is accountable for the profitable growth of a defined new business portfolio within an assigned territory. This role owns broker relationships, drives a disciplined new business pipeline development and conversion, exercises underwriting authority to secure new business aligned to risk appetite and portfolio strategy. This role operates with a high degree of autonomy within defined underwriting authority, making independent decisions on pricing, structure, and deal strategy for mid-market risks. This sale driven role balances new business production and relationship management with sound underwriting judgment, contributing to both immediate growth outcomes and the long-term sustainability and profitability of the mid-market portfolio.

Job Responsibilities

• Own and deliver new business growth targets through territory strategy, pipeline management, and broker engagement.
• Drive pipeline conversion by proactively structuring deals and managing opportunities with key brokers.
• Develop and execute territory strategies to increase broker penetration, win rates, and portfolio growth.
• Exercise underwriting authority to assess, price, and structure complex mid-market risks.
• Ensure alignment with underwriting guidelines, risk appetite, and portfolio quality while balancing growth objectives.
• Document underwriting decisions, rationale, and risk mitigation strategies.
• Apply market insights and pricing dynamics to develop competitive solutions and business cases.
• Build and maintain strong broker relationships, acting as a trusted advisor and providing clear underwriting direction.
• Identify growth opportunities within the broker portfolio aligned to segment strategy.
• Represent the organization in broker meetings, industry events, and market engagements.
• Gather and share competitor and market intelligence to inform strategy and improve positioning.
• Collaborate with cross-functional partners and capture insights from lost or declined business to support continuous improvement and profitable growth.

Qualifications

• 7-10+ years of commercial underwriting experience with strong mid-market exposure.
• Successful track record of delivering profitable growth and managing broker relationships in a competitive broker distribution environment.
• Proven ability to underwrite complex, multi-line accounts.
• Strong technical expertise in relevant product line (property and casualty/farm/fleet) coverages, pricing, and wording interpretation.
• Post-secondary education in Business, Finance, or related field; completed or actively pursuing a professional designation (CIP, FCIP, CRM, or equivalent).
• Strong analytical, negotiation, and decision-making skills, proven ability to use sound judgement to evaluate risk and profitability.
• Bilingualism in English and French is considered an asset.
• Proficiency with Microsoft Office and ability to learn internal systems quickly.
• Excellent relationship management, communication, presentation and stakeholder engagement skills in order to influence broker partners effectively.
• Strong organizational skills with the ability to prioritize, multi-task, and meet deadlines.
• Frequent travel is expected to support in person broker relationship management and visits; a fleet vehicle is provided, and a valid driver's license with the ability to travel regularly within the assigned territory is required.

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