Product and underwriting manager

The insurance policies offered, and underwriting guidelines followed, by most providers were designed in the 1970s. Many of these policies and guidelines are no longer relevant. So, why are they still offered or used? At Square One, we were wondering the same thing and decided to do something about it.

We are the leading online home and auto insurance provider in Canada. And, we’re the only ones in Canada that let clients choose what they want to insure so they only pay for what they need. We’re committed to making it convenient and easy for clients to do business with us. So, it should be no surprise that we’re obsessed with delivering the very best online and offline experiences to our clients.

As the product and underwriting manager, you work directly with the company’s leadership team to manage existing products and underwriting guidelines and develop new ones. Your efforts contribute to the growth and profitability of the company’s home and auto insurance portfolio. Your success in this role comes from superior analytical, communication and research skills. You use your creativity, inquisitiveness and resourcefulness to identify opportunities and overcome challenges. You are both detail-oriented and organized, handling multiple projects and tasks with ease.

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.

Your compensation + benefits

You appreciate that Square One personalizes your compensation and benefits in the same way it personalizes policies for its customers. Your compensation and benefits plan includes:

Your responsibilities

As a member of Square One’s management team, your primary responsibilities include:

Your education + experience

Your experience and education helps ensure your success at Square One. For this role, you have:

Your qualifications

As a member of the Square One team, 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:


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

Why work for Square One?

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, click the button below.

Learn more

How to apply

If you would like to apply for this position, email us your resume in PDF format with the name of the role in the subject line. You have our commitment that we respond to all applicants and questions.

Email us