Orr Insurance & Investment

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Orr Insurance & Investment Insurance Broker

As the largest Insurance Brokerage in Stratford Ontario, our dedicated and professionally trained staff is able to provide you with expert advice for all your Personal, Commercial Insurance and Financial Service Needs.

👏 Congratulations to our very own Rick Orr!We’re proud to share that Rick has been recognized with a 2026 Ontario Volunt...
11/02/2026

👏 Congratulations to our very own Rick Orr!

We’re proud to share that Rick has been recognized with a 2026 Ontario Volunteer Service Award, celebrating an incredible 25 years of dedicated volunteer service with the Rotary Club of Stratford!

Through his involvement with the Stratford Rotary Dragon Boat Festival, Rick has spent years giving back, supporting local initiatives, and helping make a difference in our community.

At Orr Insurance & Investment, community involvement has always been an important part of who we are, and Rick continues to lead by example.

📣 We're Hiring in Brussels, Ontario!We're looking for a Full-Time Personal Lines Customer Service Representative (CSR) &...
11/02/2026

📣 We're Hiring in Brussels, Ontario!

We're looking for a Full-Time Personal Lines Customer Service Representative (CSR) & Reception to join our Orr Insurance & Investment team!

In this role, you'll help clients with their personal insurance needs, assist with policy renewals and changes, respond to inquiries, and provide reception and administrative support to our Brussels office.

Whether you're already working in insurance or looking to start a new career, we'd love to hear from you!

✨ What we're looking for:

Strong communication and organizational skills

A friendly, client-focused attitude

Attention to detail and a willingness to learn

RIBO licence preferred, but not required!

We offer a competitive salary, group benefits, commission opportunities, and a supportive team environment where you can grow your career.

📩 Interested? Apply today! https://orrinsurance.net/employment-opportunities/

Proud sponsors of United We Trivia! 🧠🎉Our Orr Insurance crew had an awesome time last night putting our trivia skills to...
10/30/2026

Proud sponsors of United We Trivia! 🧠🎉

Our Orr Insurance crew had an awesome time last night putting our trivia skills to the test.

Thank you to everyone who helped organize such a fun evening!

A little Halloween fun at Orr! 🎃👻Our team got into the spooky spirit today with some pretty great costumes!Happy Hallowe...
10/30/2026

A little Halloween fun at Orr! 🎃👻

Our team got into the spooky spirit today with some pretty great costumes!

Happy Halloween from all of us at Orr Insurance!

10/24/2026
10/18/2026

FREE PUBLIC SKATING

The public skating season has begun in the City of Stratford, and there are plenty of opportunities to skate for free.

The first one is this weekend, with a free skate at Dufferin Arena on Sunday, October 18 from 2:30-3:50 p.m.

There are dozens more scheduled throughout the season, completely free to attend thanks to the generous support of our local sponsors.

For the full schedule and more information, please visit www.stratford.ca/skating

🔐 October is Cyber Security Awareness Month!Cyber threats don't discriminate by business size. From phishing scams to ra...
10/15/2026

🔐 October is Cyber Security Awareness Month!

Cyber threats don't discriminate by business size. From phishing scams to ransomware and data breaches, businesses of all sizes face growing digital risks.

In recognition of Cyber Security Awareness Month, Terry Adair shares why cyber insurance matters and how the right coverage can help protect your business when the unexpected happens.

💻 Read Terry's latest blog to learn more: https://orrinsurance.net/blog/why-cyber-insurance-matters-for-your-business/

Happy Thanksgiving from our family to yours!🍂🥧Our office will be closed Monday October 12th. If you have a claims emerge...
10/11/2026

Happy Thanksgiving from our family to yours!🍂🥧

Our office will be closed Monday October 12th. If you have a claims emergency please call our after hours service 1.800.876.4163

We had such a wonderful evening at Handbags for Hospice! 👜🥂💕It’s always an incredible night filled with fun, generosity,...
10/02/2026

We had such a wonderful evening at Handbags for Hospice! 👜🥂💕

It’s always an incredible night filled with fun, generosity, and community, all in support of the amazing work of Rotary Hospice Stratford Perth.

We’re so grateful to be part of an event that brings our community together for such an important cause. Thank you to everyone who helped make the evening such a success!

Today, we reflect and honour the children who never returned home, and the survivors, families, and communities forever ...
09/30/2026

Today, we reflect and honour the children who never returned home, and the survivors, families, and communities forever affected by residential schools.

At Orr Insurance, we stand together in remembrance and in support of truth, understanding, and reconciliation — today and always.

Address

50 Cobourg Street
Stratford, ON
N5A3E5

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm
Saturday 9am - 12pm

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