Senior Underwriting Specialist, Contract Surety

Trisura Group; Toronto; On-site; CAD 95,000 - 145,000; Full time

Job summary

Trisura in Toronto seeks a Senior Underwriting Specialist for Contract Surety to drive growth and manage risk. The role blends underwriting, financial analysis and business development with broker and client relationships.

The successful candidate will use strong analytical skills, attention to detail and excellent communication to deliver underwriting excellence in a fast-paced, entrepreneurial environment. Hybrid work is offered in Downtown Toronto.

Qualifications

• 5+ years’ experience in Contract Surety, Accounting, Finance or Banking.
• Successful completion of BCom, or BA with Business, Accounting or Finance focus.
• Bilingual in French and English is an asset.

Responsibilities

• Underwrite new and existing contract surety accounts in accordance with guidelines.
• Analyze, assess and monitor the financial strength of accounts.
• Prepare underwriting recommendations and credit presentations for management.
• Negotiate underwriting terms, conditions and facility structures with brokers and clients.
• Proactively identify new business opportunities through networking with brokers and industry partners.
• Represent Trisura at associations and industry events.

Skills

Customer service

Relationship building

Underwriting

Financial analysis

Communication

Education

Bachelor of Commerce or BA with Business/Accounting/Finance focus

Tools

Word

Excel

Outlook

Job description

Toronto, ON, Canada

Job Description

Posted Wednesday, July 29, 2026 at 4:00 AM

At Trisura , we expect more because we believe it can be done better.

We are a young, growth oriented team with a commitment to exceptional talent and have been named one of Canada’s Top Small and Medium Employers since 2017. Our growth and our entrepreneurial style, niche market position and development opportunities ensure that our people see the results of their commitment reflected in the company’s success.

We are currently seeking a qualified individual to join our dynamic, forward-thinking team ofSuretyprofessionals in our Toronto office.

SENIOR UNDERWRITING SPECIALIST, CONTRACT SURETY

TORONTO

The successful applicant will be a passionate and results oriented surety professional with strong technical underwriting capabilities and a demonstrated ability to develop and maintain productive broker and client relationships.

The role combines financial and risk analysis with business development, account management, and portfolio growth responsibilities, making it an ideal opportunity for an experienced underwriter seeking continued professional growth within a collaborative and entrepreneurial environment.

As an integral member of the team, you will bring:

• Demonstrated capability for outstanding customer service and building long-term relationships with brokers and contractors
• Proven track record for problem resolution and ability to identify, evaluate, and mitigate underwriting risks
• Strong financial statement analysis and credit assessment capabilities
• Ability to develop solutions to complex underwriting and account management challenges
• Exceptional attention to detail and commitment to underwriting excellence
• Strong organizational skills and ability to thrive in a fast-paced environment with multiple priorities
• Excellent verbal and written communication skills
• Strong work ethic, and the ability to work well, both independently and in a team-based environment
• Strong decision-making skills and sound professional judgement
• Advanced working knowledge of Word, Excel and Outlook

Accountabilities include:

• Underwrite new and existing contract surety accounts in accordance with company guidelines and delegated authority
• Analyze, assess and monitor the financial strength of new and existing accounts
• Prepare underwriting recommendations, account reviews, and credit presentations for management approval
• Negotiate underwriting terms, conditions, security requirements, and facility structures with brokers and contractor clients
• Proactively identify new business opportunities through networking and marketing with brokers, contractors, and other industry partners
• Represent Trisura at various associations and industry related functions
• Contribute to underwriting solutions, process improvements, and best practices across the department in general
• Maintain awareness of construction industry trends and market conditions
• Expand upon industry knowledge to improve underwriting decisions through courses and training

Qualifications:

• Successful completion of BCom, or BA with Business, Accounting or Finance focus
• 5+ years’ experience in Contract Surety, Accounting, Finance or Banking
• Bilingual in French and English is an asset

Location:

• Downtown Toronto – Hybrid
• The expected salary in this position is within the range of $95,000-$145,000

This salary range reflects the expected base compensation for the role across Canada. Actual compensation will be determined based on factors such as experience, qualifications, and scope of responsibilities. Trisura provides this range in good faith in accordance with applicable legislation.

This position is for an existing, currently vacant position.

#LI-Hybrid

We are committed to an inclusive and barrier-free workplace that reflects the diversity in each of our offices across Canada. Accommodations will be provided on request for candidates taking part in all aspects of our recruitment and selection process.

Trisura, headquartered in the heart of Canada’s financial district, is a specialty lines insurer with a focus on Surety, Specialty Insurance, Property & Casualty, and Warranty products. Trisura brings innovative solutions and expertise through a select network of both national and regional brokerage firms. The company, founded in 2006, and operating across North America with offices in Toronto, Ottawa, Halifax, Montréal, Calgary, Vancouver, Stamford. Denver, Chicago, Philadelphia and Oklahoma City, is uniquely positioned to satisfy all varieties of risk in Contract, Commercial and Developer Surety, Directors' and Officers' Liability, Fidelity, and Professional Liability including Media Liability, as well as Warranty products. trisura.com/careers