Who We Are

Since 1985, We’ve Grown With You To Serve You Better

We’ve worked hard to bring value & service to our clients & community since we opened our doors in 1985. Over that time we’re honoured to have earned the trust of thousands of our friends & neighbours. It’s because of them that we’ve grown to be a local leader in providing insurance solutions, something we strive to be better at every day.

Our History

Ed & Wendy Crewson came home to Shelburne in 1983 & two years later bought Delmar Bates Insurance, a small farm-focused brokerage. Two months later, hundreds of our clients were affected by one of the worst natural disasters in our areas history, an event that stretched us to our limits but set the stage for a focus on claim service excellence – we know what it looks like when the worst happens.

In YEAR we grew to two offices, with a second branch opening in Wasaga Beach extending our service area north and into one of our region’s fastest growing communities.

Why Work With an Insurance Broker?

As a truly independent brokerage we work for you, offering professional & impartial advice to help you make sure you have the right insurance at a fair price. As a client you can trust that you will always have access to the same small team of brokers that are here to assist you every step of the way – we are not a call centre and you are not just a policy number.

What We Strive For



  • A Leader in Customer Service
  • A Leader in Our Community
  • A Leader in Our Industry
  • A Leading Employer

Our Team



J. Edward Crewson

J. Edward Crewson

President & Principal Broker
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After graduating from Brock University and working at Sinclair Cockburn Financial in Toronto, Ed returned to Shelburne in 1985 to purchase Delmar Bates Insurance with his wife, Wendy Crewson. Since that time Ed has overseen the significant growth and expansion of our brokerage while actively contributing to our community, most notably by serving as Mayor of Shelburne for 17 years from 1997 to 2014, when he stepped down to run in the 2015 Federal election. Ed received the Shelburne Lions’ Club’s Citizen of the Year award in 2004.

Wendy Crewson

Wendy Crewson

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Wendy manages the day to day finances of Crewson Insurance. She is very dedicated to supporting her family and community and is actively involved with both Meals on Wheels and her Church.

Sherry Robinson

Sherry Robinson

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Sherry has been an integral part of the Crewson team since the beginning, joining Ed and Wendy in 1985. Sherry brings her extensive experience and out of the box thinking to personal auto & commercial fleet insurance solutions. Sherry is a notorious motorcycle enthusiast and helps run Grand River Furniture with her husband, Kevin.

Steve Gallaugher

Steve Gallaugher

Sales Manager
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Steve was born and raised on his family’s farm in Mulmur and has deep roots in the area – his great-grandfather served as the township’s first Reeve in 1851. Steve started working at Crewson Insurance in 1987, receiving his CIP designation in 1997. Steve’s genuine passion for insurance led him to volunteer as an instructor at the Georgian Bay chapter of the Insurance Institute of Canada from 1998 to 1999. Steve currently works as our Sales Manager, providing guidance and support to both our clients and our front-line staff. When not in the office you can usually find Steve working on his golf game.

Sharon Giles

Sharon Giles

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Sharon has been working at Crewson since 1988 and is one of our most valuable home and auto insurance specialists. In addition to client services, Sharon also helps administer our brokerage’s data management systems. Sharon is a proud Legion member and a strong supporter of Shelburne Minor Baseball and Shelburne Minor Hockey.

Darlene Doner

Darlene Doner

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Darlene joined our brokerage in 2001 to spearhead the launch of our Wasaga Beach branch where she continues to serve as Managing Broker. Darlene is often at the Wasaga Arena taking in her grandchildren’s hockey games.

Grant Symons

Grant Symons

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Grant received his diploma in Business Administration Finance from __ College in 2004 and joined our brokerage shortly thereafter. He lives in Orangeville with his fiancé and three young children

Kelly Taggart

Kelly Taggart

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Kelly has graced our Wasaga office with her charm & wit since 2005. In 2017 Kelly achieved her CAIB designation and is currently taking courses towards her CIP. Kelly lives in Stayner with her young daughter.

Trevor Eby

Trevor Eby

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Trevor has worked at our Wasaga Beach office since 2010, where he specializes in commercial and corporate accounts. Trevor is actively involved in the Wasaga Beach Rotary Club and his a passionate golfer.

Kelly Montgomery

Kelly Montgomery

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Kelly began her insurance career in 2008 and her skill and grace has made her an invaluable member of our home & auto insurance team. She has been a lifelong supporter of the Shelburne District Agricultural Society’s Fall Fair and is currently on the organizing board of the Shelburne Flame of Hope Charity Golf Tournament benefiting the Canadian Diabetes Association. She is an avid curler and golfer.

Theresa Kidd

Theresa Kidd

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Theresa has been operating our central reception since 2008, and is likely the bubbly voice you hear when you call our office. She manages many of the day-to-day office functions that keep our doors open and is a vital part of our team.

Julie Gulley

Julie Gulley

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Julie joined our team in 2009 after the acquisition of Joanne Wood Insurance, bringing a wealth of knowledge and experience. In 2016 Julie received her CAIB designation, the first broker at our office to do so.

Diane Irwin

Diane Irwin

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Dianne Irwin came to us from Dufferin Mutual Insurance where she worked for many years as a farm underwriter. She is now responsible for managing many of our large farm, commercial, and municipal accounts. In her spare time Dianne is a fanatical knitter.

Jennifer Crewson

Jennifer Crewson

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Jennifer has worked at Crewson Insurance her whole life, spending her childhood evenings delivering renewals with her father, Ed. In 2008 she received her degree in Business Communications from Brock University, coming home to Crewson insurance in 2011 and winning the IBAO’s Top Student Award during her licencing. Jen spends most of her time troubleshooting with our carrier partners and manages all of our community engagement initiatives. Jen currently volunteers on the board of the Shelburne Farmers’ Market and the Headwaters Hospital Foundation fundraising committee.

Chris Cosack

Chris Cosack

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Chris received his Honours Bachelor of Arts degree from the University of Toronto in 2012. He joined the Crewson team in 2015, winning the IBAO’s Top Student Award and the RIBO Doland W. Lambie Award while getting his broker licence. When not working with clients he works to improve our processes and procedures and is pursuing his CAIB designation.

Billie Jo Hand

Billie Jo Hand

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Billie Jo started working with us in 2015 and has excelled in home & auto insurance customer service. She has brought a wealth of experience from different walks of life and contributes enormously to our office. She is a member of the Shelburne Curling Club and has a great golf swing.

Auto Insurance

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Name - Auto Insurance Client

We work with all of them, but we only work for YOU!