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Supervisor, Underwriting (Commercial Lines)

Confidential

Saskatoon, Saskatchewan permanent

Posted: February 23, 2026

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Quick Summary

Supervisor, Underwriting (Commercial Lines) for our commercial underwriting team.

Job Description

We’re Sandbox, a mutual insurance company built on the principles of creating, learning, growing, and having fun doing it. We’ve been around for over a century now, with a focus on one thing:

Delightfully Simple Insurance.

Sandbox is inclusive, engaging, and growing incredibly fast, so working with us is actually exciting! If you’re ready for the next step in your career, join the Sandbox team!

As our Supervisor, Underwriting (Commercial Lines) you will be responsible for supervising all commercial underwriting activities, and providing underwriting expertise, guidance, and advice to the Company. This position is responsible for overseeing the day-to-day operations of the commercial underwriting department, serves as a member of the management team and contributes to the development of corporate strategy and future planning.

Get ready to make a real difference in the lives of Sandbox employees!

WHY YOU’LL WANT TO BUILD WITH US 

Well, because Sandbox really is a sandbox — a giant playground for grown-ups who want to laugh, be creative, work dynamically, and take on new opportunities. No matter who you are, Sandbox is an extraordinarily welcoming and giving place! Like, extra-extraordinarily. And it’s all because of our people.

On top of our incredible culture and amazing people, we also offer a bunch of awesome perks, like:

Payday Perks: Competitive annual salary!

Level Up: Tons of opportunities for professional development – on us

Health & Wellness: Great benefits for you and your family, like dental and health and wellness spending accounts

Vacation Goals: Annual paid vacation time, so you don’t have to put your travel dreams on hold

Best of Both Worlds: A hybrid work program, when applicable

Bonus Days: A paid, Earned Day Off (EDO) every three weeks. That’s like 17 extra vacation days a year!

Parking: Free electrified parking at our head office

Community Care: Two paid days a year to volunteer for causes that matter to you (on company time!)

Ride into the Sunset: DC pension plan, and what’s even better—we match 6% of contributions

DIVE IN AND MAKE A SPLASH EVERY DAY, BY:

Plunging into supervising the daily activities of the commercial underwriting department ensuring adherence to company policies.

Optimizes commercial underwriting processes to create efficiencies and enhance customer service.

Provides input into the development of new insurance products

Participates in the establishment of product pricing and risk selection criteria to achieve the Company’s mix of business targets and underwriting profitability objectives.

Approves distribution of broker materials (bulletins, manuals, etc.).

Participates in the development, implementation and maintenance of underwriting best practices, policies, and procedures.

Responds to and settles inquiries and complaints from marketing and claims staff, brokers and policyholders escalating to Manager, Underwriting as needed

Acts as a role model who supports a positive organizational culture.

Perform other duties as required.

WHAT YOU BRING TO SANDBOX:

Education: A Chartered Insurance Professional (CIP) designation.

Experience Counts: Five (5) or more years’ claims experience in the property & casualty insurance industry; three or more years underwriting experience. 

Insurance Wizard: Extensive knowledge of insurance underwriting principles and practices, business processing operations and the impact of underwriting on the business of insurance.

Master Communicator: Ability to communicate clearly and effectively and manage multiple tasks and deadlines despite interruption

Detail Detective: Ability to visualize, articulate, conceptualize, or solve problems by making decisions that are logical and reasonable given the available information.

People Person: Practices a ‘hands-on’ approach when directing employees, empowers employees to be successful through training, developing, and coaching. Holds people accountable by ensuring they meet individual and organizational objectives in an appropriate manner. Monitors employee development plans and ensures alignment with department and company goals.

COME OUT TO PLAY

Serious about fun? So are we. Apply Now or dive in right here!

 

We thank all interested candidates; however, only those considered for an interview will be contacted.

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