Halpenny

Halpenny Contact information, map and directions, contact form, opening hours, services, ratings, photos, videos and announcements from Halpenny, Insurance Company, 55 Metcalfe Street, Suite 860, Ottawa, ON.

Halpenny Insurance Brokers started in 1912 by serving the region of Westboro and has now grown to become the largest independent insurance broker for Ottawa and Eastern Ontario.

Last Friday, some of the women from our Ottawa office got together for a ladies’ night out at the Ottawa REDBLACKS pre-s...
06/02/2026

Last Friday, some of the women from our Ottawa office got together for a ladies’ night out at the Ottawa REDBLACKS pre-season game. 🏈

It was a great evening filled with good company, plenty of laughs, and the opportunity to connect outside of the office.

Yesterday the Ottawa team came together for Pickleball 🏓 It was a great opportunity to connect outside of the office and...
05/29/2026

Yesterday the Ottawa team came together for Pickleball 🏓

It was a great opportunity to connect outside of the office and enjoy some friendly competition.

We’re pleased to welcome Marjorie Fincham to the Halpenny team as an Insurance Advisor – Benefits. Marjorie brings more ...
05/27/2026

We’re pleased to welcome Marjorie Fincham to the Halpenny team as an Insurance Advisor – Benefits.

Marjorie brings more than 30 years of experience in the insurance industry, along with a strong background in both personal and business insurance solutions. With her client-first approach and extensive industry knowledge, she will play an important role in continuing to grow and strengthen our individual life & health team.

Marjorie will be joining our Ottawa office.

Please join us in welcoming her to Halpenny!

Last weekend was Marathon Weekend in Ottawa, and our very own Zack Harmath was running in the big race. The Halpenny tea...
05/26/2026

Last weekend was Marathon Weekend in Ottawa, and our very own Zack Harmath was running in the big race.

The Halpenny team knows very well how hard Zack has prepared for this run after months of mid-day outfit changes and lunch practice jogs.

We're proud to celebrate this milestone with him. Please join us in congratulating Zack on an incredible accomplishment!

Our London office's Windley Ely CEO Dan Pompilii was the grill master on the BBQ today.It’s a monthly ritual that he lov...
05/20/2026

Our London office's Windley Ely CEO Dan Pompilii was the grill master on the BBQ today.

It’s a monthly ritual that he loves to do for the staff as he feels it’s a great time to connect and catch up.

And Dan is throwing the challenge to Greg Fisk, our President in Toronto and Richard Massie, our Halpenny CEO in Ottawa to do the same. 😊

Last Friday, some members of the Halpenny team participated in the Ottawa Food Sort Challenge in support of the Ottawa F...
05/11/2026

Last Friday, some members of the Halpenny team participated in the Ottawa Food Sort Challenge in support of the Ottawa Food Bank.

We’re proud to support initiatives that make a meaningful impact in our community and grateful for the opportunity to give back alongside so many other local organizations and volunteers.

Thank you to the Ottawa Food Bank for the important work they continue to do across our community, and a huge thank you to everyone who supported the cause alongside us.

This Mother’s Day, we’re celebrating the incredible moms behind our Halpenny and Windley Ely team.The ones balancing ear...
05/10/2026

This Mother’s Day, we’re celebrating the incredible moms behind our Halpenny and Windley Ely team.

The ones balancing early morning, busy days, and everything in between – while showing up with care, dedication, and love.

We’re so lucky to have such an amazing community of women around us everyday.

Happy Mother’s Day 💐

We’re pleased to welcome Darryll Massiah to the Halpenny team as Vice-President – Public Sector.Darryll brings extensive...
05/06/2026

We’re pleased to welcome Darryll Massiah to the Halpenny team as Vice-President – Public Sector.

Darryll brings extensive experience in municipal and public sector insurance, with a strong background in underwriting, risk management, and relationship leadership across both the carrier and brokerage sides of the industry. Most recently, he led municipal and public administration business across the region at Intact Public Entities. His previous experience has equipped him with a well-rounded perspective and deep understanding of the municipal space.

At Halpenny, Darryll will lead and continue to grow our Municipality Program, a longstanding part of our business that has proudly served clients since 1939. His leadership and industry expertise will further strengthen this important area of our organization.

Please join us in welcoming Darryll to Halpenny!

Halpenny is pleased to announce the appointment of Ryan Brookshaw, CPA as Chief Financial Officer.Ryan currently serves ...
03/31/2026

Halpenny is pleased to announce the appointment of Ryan Brookshaw, CPA as Chief Financial Officer.

Ryan currently serves as CFO of Windley Ely and will now assume the additional role of CFO of Halpenny. In his role at Windley Ely, Ryan has been responsible for financial management, reporting, and supporting the company’s growth. A CPA with a background in public accounting, he brings a strong, practical understanding of financial operations and discipline.

Following the recent acquisition of Windley Ely, Ryan will lead the finance function across both organizations, providing consistency, alignment, and oversight as Halpenny continues its growth strategy.

Ryan’s experience and deep familiarity with both businesses position him well to support the firm’s next phase of development.

03/27/2026

Halpenny is proud to be recognized by the Ottawa Business Journal as one of the oldest companies in Ottawa.

This milestone reflects over a century of trusted partnerships, deep industry expertise, and a continued commitment to delivering thoughtful, client-first insurance solutions.

We’re honoured to be part of Ottawa’s business community and grateful to our clients and partners who have supported us throughout all of these years.

Explore the full ranking in the Book of Lists (pages 78–79):
https://obj.ca/lists/

Address

55 Metcalfe Street, Suite 860
Ottawa, ON
K1P6L5

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm

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