Careers at Halpenny
Join Our Team
What We're All About
Halpenny has been one of Ontario’s most trusted independent commercial insurance brokerages since 1912 — and we’re in the most exciting chapter of our history. With a growing presence in Ottawa and Toronto, a recently expanded national footprint through our partnership with Windley Ely Claims Management, and new practices in commercial lines, group benefits, and risk consulting, we’re building the team that defines what Halpenny looks like over the next decade.
If you want to be part of a firm that combines over 110 years of relationships with genuine momentum, we’d like to hear from you.
- Advisor-First Culture
- National Reach, Independent Ownership
- Cross-Discipline Expertise (Brokerage · Benefits · Claims)
- High-Growth, High-Accountability Environment
Current Openings
We are growing across both our Ottawa and Toronto offices. From senior commercial producers and account executives to leadership roles spanning P&C, group benefits, and claims management, there's a place here for ambitious insurance professionals who want to build something.
What Our Employees Say
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What Our Employees Say
Sed vitae facilisis arcu amet lobortis phasellus enim accumsan mauris
Lorem ipsum dolor sit amet consectetur. Sed vitae facilisis arcu amet lobortis phasellus enim accumsan mauris. Mauris dignissim porttitor vulputate vitae. Penatibus porta venenatis netus aenean pharetra imperdiet nisi eget diam. Urna lobortis eget justo egestas bibendum turpis ligula enim massa.
What Our Employees Say
Sed vitae facilisis arcu amet lobortis phasellus enim accumsan mauris
Lorem ipsum dolor sit amet consectetur. Sed vitae facilisis arcu amet lobortis phasellus enim accumsan mauris. Mauris dignissim porttitor vulputate vitae. Penatibus porta venenatis netus aenean pharetra imperdiet nisi eget diam. Urna lobortis eget justo egestas bibendum turpis ligula enim massa.
Apply Now
Ready to join a growing national insurance firm? We’d like to hear from you.