As the first and fastest growing Canadian Insurtech, software is at the heart of who we are. We truly recognize the transformative power of technology, especially when introduced into a sleepy industry. The entire Square One team is focused on continuously introducing technology enhancements to scale our business and to make it easier for customers to interact with us. Don’t take our word for it though, visit squareone.ca/reviews to see what our customers say.
As our business continues to grow dramatically across Canada, so do our ambitions. We’re looking to add to our high-performance product development team, so we can launch even more features to delight our customers, automate even more of our business processes, and expand into new markets and verticals.
Square One’s focus on technology and online customer experience is transforming how people buy insurance. By starting from scratch, we’ve developed a modern web-based software platform that encompasses all aspects of our business, including:
As a business systems analyst, Square One will really hit your career sweet spot. We’re big enough that you’ll have access to all the resources you need. You’ll also have the satisfaction of defining features and enhancements used by thousands of customers every day. On the other hand, we’re still small enough that we don’t have a bunch of bureaucracy, and you’ll never get lost in the crowd. Each member of the team is critical to our success and is treated accordingly. And while we’re very nimble, we’re also focused on the long-term. That means we’d rather take the time to do things right than rush out a new feature.
One of the things you enjoy most about Square One is the supportive team environment. You know you’re never set up for failure; instead, you get all the coaching, mentoring, training, and tools you need for continued success – working out of our office in downtown Vancouver.
You appreciate the fact that Square One personalizes your compensation and benefits in the same way it personalizes policies for its customers. Your very competitive compensation and benefits plan includes:
As a member of Square One’s support team, you are directly involved in all aspects of the company’s operations. Your primary responsibilities include:
You have a desire to contribute to the overall success of the company. You do this by becoming an expert at what you do, directing your own work, and working with a team that has a broader purpose than just making profit. You and those who you work with would describe you as someone who:
Must haves:
Nice to haves:
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.
Probably the shortest and simplest answer for why you should work at Square One is that you want to be part of a tight knit team where each person’s expertise is respected and valued. You’re done working at places that tell you what to do, how to do it, and that don’t compensate you fairly. To learn more about why you should work for Square One, visit:
To apply, please click the button below and submit your resume through our Indeed page no later than February 6, 2026. You have our commitment that we will respond to all applicants and inquiries.