You rarely hear of people who think they want to work in the insurance industry. In fact, most people simply fall into it. That said, it is a great industry to work in. The work is both interesting and challenging. And, the industry itself is fairly recession proof as people always need insurance. The insurance industry also plays an important role in society. It provides financial assistance for loss or damage that few people could bear alone.
If you’re thinking about a career in the insurance industry, you should consider Square One. At Square One, we’re helping modernize the home and car insurance industry. We offer the only insurance policies in North America that can truly be personalized to each customer’s needs. And, we treat employees right.
Square One welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process. Learn more about our commitment to accessibility.
It’s simple — you want to be part of a tight-knit team where each person’s expertise is respected and valued. Here are more reasons why you should work for Square One:
A strong purpose: |
We want to be the Apple of home and car insurance. Or at least, we aim to do for insurance in Canada what GEICO and Progressive did for insurance in the United States. | |
A great culture: |
We have a culture of respect, pride and innovation. We treat smart people smart. So, as a member of the team, your opinions matter. You’ll have direct access to the entire leadership team, including the company’s president. We’re also building a culture of recognition and fun by celebrating company and personal successes. | |
Innovative approach: |
Starting from square one has given us many advantages. We’ve been able to create everything with our customers in mind, and we’re adopting best practices from other countries and other industries. | |
Focus and support: |
Many people strive to be an expert at what they do. At Square One, you’re set to do just that. Our focus on home and car insurance, the great coaching and training we offer, and the solid computer and telephone systems we provide, are all designed to help you be an expert. | |
A modern office: |
Our modern head office is conveniently located in Downtown Vancouver. It’s easy to access by bus, Skytrain or Westcoast Express. In fact, we’re located above both the Granville Skytrain Station and the Vancouver City Centre Canada Line Station. During breaks, you can frequent cool cafes, restaurants, and shops. |
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Work-from-home options: |
Most roles offer work-from-home options to achieve a good work-life balance. In fact, nearly two-thirds of our employees work from home exclusively. |
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Casual dress: |
Imagine being able to wear jeans and sneakers to work every day! That’s not something you can do at a traditional insurance agency. It makes coming to work a whole lot more pleasant. |
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Free food and drinks: |
We go out for dinner regularly, on the company’s dime, to celebrate our successes. Our fridge is always stocked with drinks for everyone to enjoy. And, we have an espresso machine for your use. |
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Fair compensation: |
You deserve to be fairly compensated for your contributions, so we offer very competitive base salaries. You’ll get three weeks, not two weeks, of vacation to start. And, you can tailor your other benefits to your individual needs. |
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Profit share: |
Once the company’s annual profits exceed a base amount, you’re eligible to share in the profits. The higher the profits, the more you receive. |
Please review the available positions below. If you would like to apply, click the link and follow the instructions provided. You have our commitment that we respond to all applicants and questions. So, don’t hesitate to contact us with any questions.
Square One is growing rapidly so we’re always looking for amazing people to join our team. Listed below are the positions that we’re looking to fill. If you don’t see a position you’re interested in, check back soon as this page is updated regularly.
| Position | Location | Status | Closing date |
| Administrative Coordinator | BC | Open until filled | |
| Bilingual Property Claims Telephone Adjuster | Quebec (Remote) | Open until filled | |
| Building Damage Adjuster (Property Claims) | Alberta (Remote) | Open | June 6, 2025 |
| Damage Insurance Agent | Quebec (Remote) | Open until filled | |
| Licensed Insurance Advisor | Remote | Open until filled | |
| Licensed Insurance Agent (Part-time) | Remote | Open until filled |