The Company
Founded in 1966, Masters Insurance has grown into one of Ontario’s largest and most trusted independent brokerages. We specialize in tailored insurance and surety solutions for the construction industry, built on a foundation of strong client advocacy and longstanding industry partnerships.

Driven by our core values of integrity, care, innovation, and exceptional service, we are dedicated to safeguarding our clients' interests and ensuring their peace of mind.

Our extensive services cover personal and commercial insurance, group benefits, as well as life, estate, and investment solutions. With offices in Toronto, Hamilton, Ottawa, Windsor, New York, and Florida, our skilled team partners with top insurers to provide tailored coverage options and prompt, reliable claims support.

Position Summary
As an Account Executive of Cyber and Management Liability, the employee will be responsible for managing an existing book of business, as well as handling placement of current Cyber and Management Liability insurance policies in the market. The successful candidate will work with the executive team to develop and evolve a range of tools and consulting services that are tailored to meet the Cyber and Management risk needs of our clients.

Benefits

Competitive compensation package

Generous health and dental benefits program, including Healthcare Spending Account

Robust Group Retirement Savings program with company matching

Reimbursements of license fees and professional membership dues

Full support of continuing education and growth opportunities, including career mentorship with senior management

Hybrid work schedule that supports work-life balance

Epic year-round employee events

Opportunities to give back to our communities through philanthropic programs

Membership to an exclusive employee discount program

Discounts to gym membership and select local retailers

Key Accountabilities

Manage an existing portfolio of clients,



handle the renewal process for Management Liability lines of coverage as relevant to their business, including open market placement of insurance policies, providing high‑quality service, and risk management advice

Responsible for the placement of new Cyber and Management Liability insurance policies by engaging with the community, prospects, and networking

Negotiate terms and conditions of coverage and pricing with insurers on new and renewal business; assess and investigate applicant’s cybersecurity quality control practices, service agreements, contractual liability limitations, financials, historical loss data, and other relevant information to arrange appropriate coverage terms, conditions, and pricing

Build, develop, and maintain strong relationships with clients, underwriters, and other stakeholders to foster business growth, collaboration, and retention

Develop a Cyber and Management Liability placement strategy

Stay up‑to‑date with market trends, industry developments, and regulatory changes to effectively identify exposures and determine appropriate coverage solutions

Conduct periotic reporting about Cyber and Management Liability book for internal stakeholders

Review coverage(s) and recommend changes as necessary

Work with the executive team to produce client presentations relating to insurance terms and conditions and present terms and conditions to clients

Conduct technical review of all policy documents to ensure their accuracy prior to presenting them to the client in a timely manner

Ensure all client records are uploaded to our broker management system (TAM) and shared drive





Represent Masters Insurance at various industry and client events

Request policy and/or amendments from insurers

Respond to client requests and inquiries in a prompt and professional manner

Assist with special projects, initiatives, and reporting requirements, as assigned

Candidate Skills & Qualifications

A minimum of 3 years of Account Executive Commercial Insurance experience

A minimum of 3 years of progressive experience and working knowledge in Cyber and Management Liability insurance is an asset

Understanding of basic cybersecurity risks and controls and key controls to be able to access the Cyber insurance market

Excellent analytical and written skills and high standards of presentation

Strong verbal and written communication skills

Good knowledge of the MS Office Suite (Excel, Outlook, and Word)

Strong analytical and problem‑solving skills

Effective time management and organizational skills

A valid RIBO (Registered Insurance Brokers of Ontario) License is required

Completed CISSP, CRISC, CPCU or other related certifications is an asset

Equal Prospect Employer Statement
Masters Insurance Limited is an equal opportunity employer dedicated to fostering an inclusive and accessible workplace. We are committed to accommodating the needs of applicants in compliance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act at every stage of the recruitment and selection process. If you require accommodation, please contact us at [email protected].

Masters Insurance takes a fair and transparent, market‑based approach to compensation. We recognize that experience and expertise can vary, and we encourage qualified candidates to apply even if their experience or compensation expectations fall outside the stated range. Final offers are determined based on qualifications, experience, skills, and internal equity to ensure consistency and fairness.

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📌 Account Executive, Cyber and Management Liability (Ontario)
🏢 Masters Insurance
📍 Ontario