Role: Surety Underwriting Assistant

Location: Toronto, ON (Scotia Plaza)

Employment Type: Full-time, Permanent

Reports to: President, Cobalt Specialty

About Cobalt Specialty

Cobalt – wholly owned by financial services company, BRUCE Financial – is a growing specialty insurance provider focused on delivering creative surety solutions to the natural resources sector and other areas critical to the Canadian economy.

We operate in an entrepreneurial workplace where team members work closely with senior leadership, clients, brokers, underwriters and regulatory stakeholders. We value extreme professionalism and a willingness to take ownership.

The Opportunity

Cobalt Specialty is seeking an organized and highly motivated Underwriting Assistant to support its surety business in Toronto.

This is a hands-on role that combines bond administration, financial tracking, regulatory support and business development coordination. The successful candidate will have direct exposure to the underwriting team and should be someone who wants to build a long-term career in specialty insurance and financial services.

Key Responsibilities

- Coordinate bond issuance from initial instructions through execution and delivery.
- Review bond forms and underwriting instructions for completeness and consistency with approved terms.
- Prepare quotes, account information and transaction details in internal systems.
- Coordinate execution of deal-related documentation and track outstanding underwriting requirements.
- Assist underwriters with account setup, document collection and preparation of underwriting materials.




- Maintain bond registers, internal trackers and accurate electronic underwriting files.
- Support commission reconciliation, invoicing, expense reporting and coordination with finance and brokerage partners.
- Draft routine correspondence and supporting materials for regulators, government agencies and bond obligees.
- Assist with regulatory filings, licensing requirements, compliance requests and internal file reviews.
- Support client meetings, conferences and business development activities, including contact management and follow-up tracking.

Qualifications

- 5-10 years of experience in insurance at a surety brokerage or underwriter is preferred.
- Strong proficiency in all Microsoft office products.
- Excellent written and verbal communication skills.
- Strong attention to detail and an ability to work quickly and accurately with legal and financial documents.
- Ability to manage multiple deadlines and follow tasks through to completion.
- High level of professionalism, discretion and accountability.
- Experience with surety, commercial insurance, invoicing and document management would be an asset.

Why Join Cobalt Specialty?

- Direct exposure to senior leadership and experienced industry professionals.
- Meaningful involvement in transactions from the outset.
- Practical training in surety underwriting, bond administration and regulatory obligations.
- Opportunity to contribute to the development of a growing specialty insurance platform.
- A collaborative environment that recognizes initiative and high-quality work.

📌 Surety Underwriting Assistant (Toronto)
🏢 Cobalt Specialty
📍 Toronto