Auto Product + Underwriting Specialist (Alberta)

Product + Underwriting Specialist (Auto) Application Deadline:

4 May 2026

Department:

Finance + Underwriting

Employment Type:

Permanent - Full Time

Location:

Vancouver, BC

Compensation:

$61,000 - $78,000 / year

Description Your Role

The way in which home + auto insurance is distributed, fulfilled, and serviced is changing. More and more people choose to research, buy, and manage their insurance online. This is why we are looking for people like you to build a career with a progressive company that excels in the online space.

Square One was the first online home insurance provider in North America. With our guided online application process, we give our clients the ability to quote, buy, and bind an insurance policy online. We're the only ones in Canada that let clients choose what property 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 absolute best online and offline experiences to our clients.

As a Product + Underwriting Specialist for Auto, you work directly with the company's leadership team to develop new product offerings and underwriting guidelines and implement regulatory changes. Your efforts contribute to the growth and profitability of the company's 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 excel with time management, balance detail with priority, handling multiple projects and tasks with ease. This position will work closely with cross-functional teams, including product and underwriting management, marketing, claims, and operations, to ensure that our product offerings are competitive, compliant, and meet customer needs.

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 Responsibilities By working at Square One, you are directly involved in all product and underwriting initiatives. As such, you have many important responsibilities, including:

Developing and implementing internal underwriting strategies, product offerings, and responses to regulatory changes or compliance audits.

Creating and maintaining updated underwriting guides, rules, and resource libraries to ensure team consistency.

Reviewing and analyzing complex files to provide expert support for our claims and legal teams.

Interpreting and leveraging data insights to drive informed decision-making and strategic prioritization.

Conducting in-depth research on emerging markets, innovative products, and evolving risk landscapes.

Evaluating and approving complex underwriting files and high-level decisions as appropriate.

Building and executing remediation plans for system errors while managing documentation for regulatory reporting.

Monitoring market trends, industry shifts, and regulatory announcements to keep us ahead of the curve.

Tracking and reporting on product performance to ensure long-term growth and stability.

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:

Has excellent knowledge and understanding of auto insurance underwriting principles.

Possesses high-quality organizational, analytical, research and communication skills.

Possesses an exceptional ability to conduct secondary research online.

Is skilled at managing and prioritizing multiple tasks.

Uses creativity and resourcefulness to identify opportunities and overcome challenges.

Has a natural curiosity and enjoys learning.

Is customer-focused and understands the importance of customer experience.

Has a good understanding of insurance profitability and performance metrics.

Provides and receives constructive feedback.

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

A degree or diploma in business, commerce, economics, or marketing.

A minimum of 3 years of continuous personal lines automobile insurance underwriting experience in Ontario, or Alberta, with preference for Alberta.

A high level of proficiency with Microsoft Office applications, with the ability to learn new technologies.

Working knowledge of the insurance legislation and regulatory framework in the province of your experience.

Experience working on projects with project management principles.

Experience in developing supplementary resources or training materials.

Strong knowledge of conducting secondary research using online tools.

A CAIB, CIP, or FCIP designation is preferred.

Fluency in English; French is a desirable asset.

Compensation + Benefits Square One offers a highly competitive package reflected in its comprehensive compensation and benefits plan. This includes:

An annual salary ranging from $61,000 to $80,000

3 weeks of vacation to start, and an additional week after only 3 years.

Flexible medical, dental, vision, and extended health care spending account.

Long-term disability coverage.

Fully paid Internal and external training.

A company profit-share program.

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