Account Executive, Commercial Insurance

Westland Insurance Group; Pickering; Hybrid; CAD 80,000 - 113,000; Full time

Job summary

Westland Insurance Group in Pickering, ON is seeking an Account Executive, Commercial Insurance to grow and manage a book of business and serve commercial clients.

You will build trusted relationships, drive sales, and deliver tailored insurance solutions while collaborating with internal teams. A minimum of 5 years in Commercial Lines and a valid RIBO license are required; CAIB/CIP is a plus.

Qualifications

• Minimum 5 years’ Commercial Lines experience and RIBO License.
• Strong sales and client relationship-building abilities.
• Proven track record of growing and managing a book of business.
• CAIB / CIP designation in progress or completed is a plus.

Responsibilities

• Cultivate client relationships by providing an exceptional client experience from sales to service.
• Uncover challenges and analyze risks to prioritize product/service requirements.
• Develop submissions, proposals and summaries of insurance programs and negotiate the best terms for clients.

Skills

Sales

Client relationships

Customer service

Commercial Lines knowledge

Book of business growth

Education

RIBO License

CAIB/CIP designation in progress

Job description

Job Description

Posted Friday, September 4, 2026 at 7:00 AM

We’re searching for an Account Executive, Commercial Insurance. Are you searching for new possibilities?

Westland Insurance Group Ltd has an exciting opportunity for an Account Executive, Commercial Insurance in our Pickering, ON office. You will be responsible for maintaining and growing a book of business and acting as an advisor to foster valued relationships with our commercial clients. Are you a results-driven person who also loves providing exceptional client service? If so, you will love working for Westland!

Expected Compensation: The expected hiring range for this role is $80,000 to $112,500 based on a 37.5-hour work week. Actual offered salary will depend on the successful candidate’s qualifications and experience, as well as market conditions for the role, and internal equity.

Westland also offers a competitive commission for this role.

Reason for Vacancy: This posting is to fill a current vacancy on our team.

Westland is committed to continuous learning where employees can grow their potential and write the stories of their careers. Financial assistance is available for approved work-related training/development courses leading to certification, and programs that offer professional development, including seminars and conferences.

Discover what’s possible, with Westland.

The Westland story is all about growth, and that means plenty of possibility for everyone on our team. Every day, Westland proves that building a great business means taking care of clients, communities, and each other with equal commitment. As we continue to open new doors, we're inviting amazing people like you to join us.

As an Account Executive, Commercial Insurance, you’ll redefine the way commercial clients buy insurance by delivering innovative solutions to help achieve Westland’s growth strategy.

Interested in learning more?

Why you'll love Westland:

• An open, flexible and welcoming workplace
• Plenty of opportunities to grow and learn
• Autonomy to drive your own success
• Be part of our inclusive culture, alongside an extraordinarily talented community of people with a wide variety of backgrounds
• A total rewards program that takes care of your financial, physical, and mental health
• Flexible paid Values Days to celebrate days important to you
• Paid Volunteer Days for employees as part of Amplifying Communities, a program to support causes that matter most to our employees and clients

Why we’ll love You:

• Drive sales results by expanding existing insurance programs, increasing sales and cultivating new business opportunities
• Motivated to succeed and grow a book of business, along with a proven track record of customer acquisitions
• A champion of client service! Building authentic client relationships comes naturally to you
• Deep understanding and solid knowledge of Commercial Lines
• Minimum 5 years’ Commercial Lines experience and RIBO License
• Bonus! Working towards or completion of CAIB / CIP designation

Once here, you'll:

• Cultivate client relationships by providing a consistently exceptional client experience from sales to service
• Uncover challenges and analyze the risks to prioritize the product/ service requirements
• Develop marketing submissions, proposals and summaries of insurance programs and negotiate thebest terms and conditions on behalf of our clients

As part of our commitment to transparency, we want to let you know that while our recruitment system includes AI capabilities, these are never used to screen, evaluate, or select candidates. The only AI functionality that Westland uses is for transcribing notes during candidate calls, and this occurs with your consent. These tools aren't used to make any hiring decisions throughout our recruitment process.

You belong here We strive to be much more than a great place to work. Here, you join a collective of incredibly vibrant, purpose driven, and open-minded people. Every day, Westland proves that building a great business means taking care of communities, clients, and each other with equal commitment. You will be supported and respected for who you are and for the voice you add to the conversation. At Westland, you will feel the power of community. Westland Insurance Ltd. is an inclusive organization that values diversity in its workforce. We listen, champion equity and diversity, and create safe welcoming spaces where everyone has a voice and is free to be themselves. Westland Insurance Ltd. encourages applications from all qualified individuals and will accommodate applicants' disability-related needs, up to the point of undue hardship, throughout all stages of the recruitment and selection process. If you require a disability -related accommodation in order to participate in the recruitment process, please contact the recruitment team by email at [e-mail]