Insurance isn’t just policies and paperwork, it’s people helping people. Every day at Sentinel Risk, we guide families, business owners, and communities through life’s uncertainties. And the people who make that possible? That’s where you come in.
At Sentinel Risk, you’re not a number. You’re a vital part of a team that thrives on innovation, collaboration, and purpose. Here, your work makes a tangible difference, your voice is heard, and your growth is supported.
Why a Career in Insurance?
Think insurance is just “selling policies”? Think again.
A career in insurance is:
Impactful – Protect real people and businesses when they need it most.
Dynamic – Every day presents a new challenge, a new client, a new solution.
Transferable – Skills you develop here are in high demand, across industries.
Sustainable – Insurance is a stable, resilient industry with long-term growth opportunities.
Whether you’re new to the field or already experienced, Sentinel Risk is ready to bring the right people into the industry and help you succeed.
Why Sentinel Risk?
We’re a proudly independent Canadian brokerage with multiple locations across Ontario. More importantly, we’re a team built on trust, integrity, and respect.
Here, you’ll find:
Innovation that matters – Challenge the status quo and spark new ideas.
Teamwork and collaboration – Lift each other up, communicate openly, and achieve shared success.
Trust and integrity – Do the right thing, every time, and take ownership of your work.
Community focus – Make a difference beyond the office through volunteerism and charity.
Work-life balance – Thrive both at work and in your personal life, supported by flexible policies and a culture that cares.
At Sentinel Risk, your career is more than a job. It’s a place to grow, learn, and make a meaningful impact.
Grow With Us
At Sentinel Risk, we don’t just hire, we invest in your growth.
Whether you’re just starting out as a broker or looking to expand your expertise, we provide the tools, guidance, and support to help you reach your full potential.
That means:
Mentoring from experienced leaders who know the industry inside and out
Internal training to strengthen your skills and confidence
Support for professional designations and continuing education
Your career at Sentinel Risk isn’t a fixed path. It’s a journey shaped by your ambition, curiosity, and talents. We’re here to help you grow, take on new challenges, and build the kind of career you’ve always envisioned.
Open Roles & How to Apply
We’re always looking for people who want to make a difference. Explore our current opportunities and take the first step toward a career that matters.
Not seeing the perfect role? We still want to hear from you.
At Sentinel Risk, we believe the right people make all the difference. Sometimes the perfect fit isn’t listed in a job posting and that’s okay.
If you’re driven by curiosity, integrity, and a desire to make a real impact, we encourage you to submit a general application. Tell us about yourself, your strengths, and the kind of work that excites you. We’ll keep your information on file and reach out if a role that matches your skills and aspirations opens up.
Why submit a general application?
- You’re not limited by postings. We’re always evolving, and new opportunities arise.
- We value potential and attitude. Insurance experience isn’t required for the right people.
- Your career path is yours to shape. Whether it’s client services, operations, or leadership, we’ll work with you to find your fit.
- You’re joining a culture that cares. At Sentinel Risk, you’ll never be a number. You’ll be supported, challenged, and celebrated.
What We're Looking For
We want people who:
Have a curiosity to learn and innovate
Are team players who lift others up
Demonstrate integrity and accountability
Are passionate about helping others
If this sounds like you, we want to hear your story.
How to Apply
Tell us about yourself. Include your resume, cover letter, and any highlights you’d like to share.
Share your aspirations. What kind of work excites you? What motivates you to join Sentinel Risk?
Submit the form below. Our recruitment team reviews general applications regularly and will reach out when a role aligns with your skills and goals.
Open Roles
Personal Lines
Full Time Hybrid
Bethany Bobcaygeon Etobicoke Kingston Newcastle Sharbot Lake
Commercial Lines
Full Time Hybrid
Bethany Bobcaygeon Etobicoke Kingston Newcastle Sharbot Lake