Located in Ontario and Nova Scotia, Heartland Mutual Insurance and Kings Mutual Insurance strives to be the Best Mutual. Our team of talented and dedicated professionals challenge the norm and strive to be extraordinary. It’s all about fulfilling our promise with a personal approach. With our team, you’ll bring this purpose to life every day by living our values, being open to change, and pursuing your career aspirations.

Heartland Mutual Insurance has an excellent opportunity in our Underwriting Department for a Personal Lines Underwriter II.

Personal Lines Underwriter II – Waterloo, Ontario

What you will do…

  • In this position, you will underwrite auto and property new business, endorsements, renewals
  • Apply your excellent customer service and communication skills
  • Developing and maintaining broker relationships.

What you will bring…

What we offer…

In return, we’ll give you countless opportunities to learn and grow. You’ll be empowered to be your best self, do your best work, and make a meaningful impact. Here, you can help shape the future of insurance, win as a team, and grow with us.

At Heartland our benefits are great and include not only health and dental coverage, but also a generous pension plan. All staff members share in our company’s success through our incentive plan. And with our hybrid work model, you get the best of both worlds – the ability to collaborate and connect with great colleagues and enjoy the benefits of working from home.

Intrigued? We can’t wait to hear from you!


If you have the qualifications we are seeking and would thrive in a work environment where you are valued and respected, please apply on the company website. Accommodations are available on request for candidates taking part in all aspects of the selection process.

A Place Where YOU Can Make a Difference! Proudly Canadian. Mutually Owned.

Located in Ontario and Nova Scotia, Heartland Mutual Insurance strives to be the Best Mutual. Our team of talented and dedicated professionals challenge the norm and strives to be extraordinary. It’s all about fulfilling our promise with a personal approach. With our team, you’ll bring this purpose to life every day by living our values, being open to change, and pursuing your career aspirations.

Heartland Mutual Insurance has an excellent opportunity in our Waterloo office Underwriting Department for two (2) Permanent Full Time Farm Underwriters.

Farm Underwriter – Waterloo, Ontario

What will you do…

  • Assess and evaluate risks within the farm portfolio to negotiate pricing and underwriting conditions with brokers.
  • Accept, reject, approve, renew or cancel policies in accordance with Heartland’s underwriting guidelines and procedures as well as those contained in program agreements, applicable laws and regulations.
  • Build trusted business relationships with brokers, tailor your approach, and seize opportunities.
  • Participate in broker visits, industry functions and marketing events in support of business objectives.
  • Be involved in stimulating, challenging projects and development opportunities to grow your skills and expertise.

What you will bring….

What we offer…

In return, we’ll give you countless opportunities to learn and grow. You’ll be empowered to be your best self, do your best work, and make a meaningful impact. Here, you can help shape the future of insurance, win as a team, and grow with us.

At Heartland our benefits are great and include not only health and dental coverage, but also a generous pension plan. All staff members share in our company’s success through our incentive plan. And with our hybrid work model, you get the best of both worlds – the ability to collaborate and connect with great colleagues and enjoy the benefits of working from home.

Intrigued? We can’t wait to hear from you!


If you have the qualifications we are seeking and would thrive in a work environment where you are valued and respected, please apply on the company website. Accommodations are available on request for candidates taking part in all aspects of the selection process.

A Place Where YOU Can Make a Difference! Proudly Canadian. Mutually Owned.

Commercial Property Underwriter II – Waterloo, Ontario

Located in Ontario and Nova Scotia, Heartland Mutual Insurance strives to be the Best Mutual. Our team of talented and dedicated professionals challenge the norm and strives to be extraordinary. It’s all about fulfilling our promise with a personal approach. With our team, you’ll bring this purpose to life every day by living our values, being open to change, and pursuing your career aspirations.

Heartland Mutual Insurance has an excellent opportunity in our Underwriting Department for a Commercial Property Underwriter II.

What you will do…

  • Underwrite new business, renewals and endorsements according to established underwriting guidelines.
  • Develop appropriate solutions for moderately complex underwriting problems.
  • Develop, maintain and manage positive broker relationships, including broker visits as required.
  • Respond to broker requests and inquiries in a timely manner.
  • Rating/pricing of complex commercial risks using sound underwriting judgement.
  • Participate in production calls on agents/brokerage offices, as required.
  • Keep abreast of all company and industry underwriting policies, procedures and standards.
  • Provide exceptional P&C underwriting expertise to agents and Brokers.
  • Independently develop underwriting solutions to complex risks.
  • Accompanying brokers on field underwriting of accounts, as required.
  • Providing technical support and training to internal staff and agents/brokers.
  • Independently conducts individual commercial policy and commercial portfolio audits.
  • Assist in market research and product development activities.

What you will bring…

  • 3 years of experience in property & casualty insurance underwriting
  • CIP and/or post-secondary education or University degree with partial completion of CIP designation is preferred.
  • FCIP or CRM is preferred.

What we offer…

In return, we’ll give you countless opportunities to learn and grow. You’ll be empowered to be your best self, do your best work, and make a meaningful impact. Here, you can help shape the future of insurance, win as a team, and grow with us.

At Heartland our benefits are great and include not only health and dental coverage, but also a generous pension plan. All staff members share in our company’s success through our incentive plan. And with our hybrid work model, you get the best of both worlds – the ability to collaborate and connect with great colleagues and enjoy the benefits of working from home.

Intrigued? We can’t wait to hear from you!


If you have the qualifications we are seeking and would thrive in a work environment where you are valued and respected, please apply on the company website. Accommodations are available on request for candidates taking part in all aspects of the selection process.

A Place Where YOU Can Make a Difference! Proudly Canadian. Mutually Owned.

Senior Commercial Underwriter – Waterloo, Ontario

Located in Ontario and Nova Scotia, Heartland Mutual Insurance strives to be the Best Mutual. Our team of talented and dedicated professionals challenge the norm and strives to be extraordinary. It’s all about fulfilling our promise with a personal approach. With our team, you’ll bring this purpose to life every day by living our values, being open to change, and pursuing your career aspirations.

Heartland Mutual Insurance has an excellent opportunity in our Underwriting Department for a Senior Commercial Underwriter.

What you will do…

  • Underwrite new business, renewals and endorsements according to established underwriting guidelines.
  • Develop appropriate solutions for complex underwriting problems.
  • Develop, maintain and manage positive broker relationships, including broker visits as required.
  • Respond to broker requests and inquiries in a timely manner.
  • Rating/pricing of complex commercial risks using sound underwriting judgement.
  • Participate in production calls on agents/brokerage offices, as required.
  • Act as coach and mentor to junior underwriting staff.

What you will bring…

  • 5 years of property & casualty insurance commercial underwriting experience.
  • CIP and post-secondary education or University degree in business with partial completion of CIP designation.
  • FCIP or CRM is preferred.

What we offer…

In return, we’ll give you countless opportunities to learn and grow. You’ll be empowered to be your best self, do your best work, and make a meaningful impact. Here, you can help shape the future of insurance, win as a team, and grow with us.

At Heartland our benefits are great and include not only health and dental coverage, but also a generous pension plan. All staff members share in our company’s success through our incentive plan. And with our hybrid work model, you get the best of both worlds – the ability to collaborate and connect with great colleagues and enjoy the benefits of working from home.

Intrigued? We can’t wait to hear from you!


If you have the qualifications we are seeking and would thrive in a work environment where you are valued and respected, please apply on the company website. Accommodations are available on request for candidates taking part in all aspects of the selection process.

A Place Where YOU Can Make a Difference! Proudly Canadian. Mutually Owned.