Ready to make an impact?
We’re looking for talented people ready to shape the future of insurance and make a real impact.
Come work with us
Our aim is to create a workforce that is diverse, promotes positivity, and demonstrates the values of equality, fairness, and respect in everything we do. We are dedicated to an antidiscrimination approach and provide equal opportunity for employment regardless of gender, race, ethnicity, national origin, age, sexual orientation or identity, education, or disability. We respect and value diverse life experiences and cultures and ensure that all voices are valued and heard.
Southampton Financial Inc. welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.
For any requests, questions, or accommodation needs, please contact us at careers@shfi.ca
Our Brands
Whether you're drawn to a role within one of our brands or are interested in contributing to the broader vision of Southampton, we are always looking for passionate individuals who are ready to make an impact. Our employees are at the heart of everything we do, and we believe in providing an environment where talented people can grow, collaborate, and thrive.
Explore the opportunities available across all of our brands and discover how you can be part of our journey to redefine the insurance landscape.
Insurance Advisor - Sales
Cheep Insurance isn’t your typical insurance brokerage. As Atlantic Canada’s first and only fully digital insurance broker, we’ve proudly been working from home since 2016—long before it became the norm. Since our launch, we’ve been shaking things up in the industry, and following our recent partnership with the Southampton Group of Companies, we’re ready to grow again!
We’re looking for a licensed Insurance Advisor with top-notch customer service skills to support our expanding book of business. This is a remote position requiring availability Monday to Friday during standard business hours. Applicants must have a reliable home workspace and be able to maintain consistent availability during their assigned shift.
At Cheep, you’ll be part of a small, energetic team that thrives on innovation, results, and a fun, tech-forward culture. If you're passionate about delivering exceptional service, embracing technology, and making a difference—while having a little fun along the way—this could be the perfect role for you.
Insurance Advisor, Sales (remote or hybrid) Full time
We’re seeking a motivated Insurance Advisor - Sales to drive new business growth and deliver exceptional client service in a fast-paced brokerage environment. You’ll manage a high volume of inbound calls and online leads, close sales over the phone, and consistently meet or exceed monthly sales targets.
This role focuses on understanding client needs, recommending appropriate coverage with integrity, and ensuring compliance with underwriting guidelines. You’ll also identify cross-sell and upsell opportunities, collaborate closely with insurance underwriters, and stay current on insurer products and portals through ongoing training.
This is a full-time position, Monday to Friday during standard business hours. The role is open to candidates both in and outside of Ontario. At Onlia Insurance, you’ll have the opportunity to grow your sales career, make a direct impact on business results, and be supported by a team that values performance, professionalism, and continuous development.
