Account Executive, Fleet
Top Benefits
About the role
We’re searching for an Account Executive, Fleet. Are you searching for new possibilities?
Westland Insurance Group Ltd has an exciting opportunity for an Account Executive, Fleet based in Mississauga, ON or the Greater Toronto Area . This role can be either hybrid or fully remote. 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!
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, Fleet, 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
- You have a proven track record of managing and growing a book of business, with 5+ years of experience selling Accident & Sickness products and at least 1 year managing fleet clients.
- You thrive with a sales mindset and are motivated to expand your portfolio by building relationships with new trucking clients.
- You are proactive and independent, with a strong ability to identify and seize new business opportunities.
- You’re a customer service champion who can deliver an exceptional experience while servicing large, established accounts like trucking companies.
- You own a vehicle and have a valid driver’s license, as this role requires travel to clients within the Greater Toronto Area and Southwestern Ontario.
- You have strong sales and business acumen, and you’re confident in networking at events, seminars, and industry functions to expand your connections.
- You have excellent communication and interpersonal skills, with a sharp eye for attention to detail and accuracy.
- An active LLQP license
Once Here, You'll
- Manage large accounts by providing superior service to established trucking clients, ensuring all their needs are met with proactive solutions and attention to detail.
- Drive new business by seeking out and developing relationships with potential trucking clients, attending networking events, and generating leads to expand your book of business.
- Prepare marketing submissions and proposals, negotiating favorable terms and conditions on behalf of your clients.
- Be on the road regularly, traveling to client sites for in-person visits, building lasting relationships across Ontario.
Want to get to know each other better? Send your resume our way. 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 talentacquisition@westlandinsurance.ca
About Westland Insurance Group
Westland Insurance Group is one of the largest and fastest-growing independent property and casualty insurance brokers in Canada. With a national network of 300 locations and over 3,000 employees, the company continues to expand coast to coast. Westland's brokers provide expert advice to home, business, farm, life, and auto insurance clients. Since its founding in 1980, Westland has remained a family-owned company that is committed to supporting its local communities. For more information, please visit westlandinsurance.ca
Westland Amplifying Communities initiative:
Over the course of 40 years, Westland Insurance has established itself as the largest independent, Canadian-owned brokerage in the country. While the company has become national in scope, it has never forgotten its roots or the neighbourhoods and communities in which it serves. Through the establishment of the Westland Amplifying Communities initiative, $1 million is being made available to support projects or programs that contribute to the fabric of communities.
For more information and to submit an application, visit westlandinsurance.ca/communities or email
Account Executive, Fleet
Top Benefits
About the role
We’re searching for an Account Executive, Fleet. Are you searching for new possibilities?
Westland Insurance Group Ltd has an exciting opportunity for an Account Executive, Fleet based in Mississauga, ON or the Greater Toronto Area . This role can be either hybrid or fully remote. 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!
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, Fleet, 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
- You have a proven track record of managing and growing a book of business, with 5+ years of experience selling Accident & Sickness products and at least 1 year managing fleet clients.
- You thrive with a sales mindset and are motivated to expand your portfolio by building relationships with new trucking clients.
- You are proactive and independent, with a strong ability to identify and seize new business opportunities.
- You’re a customer service champion who can deliver an exceptional experience while servicing large, established accounts like trucking companies.
- You own a vehicle and have a valid driver’s license, as this role requires travel to clients within the Greater Toronto Area and Southwestern Ontario.
- You have strong sales and business acumen, and you’re confident in networking at events, seminars, and industry functions to expand your connections.
- You have excellent communication and interpersonal skills, with a sharp eye for attention to detail and accuracy.
- An active LLQP license
Once Here, You'll
- Manage large accounts by providing superior service to established trucking clients, ensuring all their needs are met with proactive solutions and attention to detail.
- Drive new business by seeking out and developing relationships with potential trucking clients, attending networking events, and generating leads to expand your book of business.
- Prepare marketing submissions and proposals, negotiating favorable terms and conditions on behalf of your clients.
- Be on the road regularly, traveling to client sites for in-person visits, building lasting relationships across Ontario.
Want to get to know each other better? Send your resume our way. 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 talentacquisition@westlandinsurance.ca
About Westland Insurance Group
Westland Insurance Group is one of the largest and fastest-growing independent property and casualty insurance brokers in Canada. With a national network of 300 locations and over 3,000 employees, the company continues to expand coast to coast. Westland's brokers provide expert advice to home, business, farm, life, and auto insurance clients. Since its founding in 1980, Westland has remained a family-owned company that is committed to supporting its local communities. For more information, please visit westlandinsurance.ca
Westland Amplifying Communities initiative:
Over the course of 40 years, Westland Insurance has established itself as the largest independent, Canadian-owned brokerage in the country. While the company has become national in scope, it has never forgotten its roots or the neighbourhoods and communities in which it serves. Through the establishment of the Westland Amplifying Communities initiative, $1 million is being made available to support projects or programs that contribute to the fabric of communities.
For more information and to submit an application, visit westlandinsurance.ca/communities or email