Commercial insurance solutions built around how your business actually operates — with expert guidance, broad market access, and support when it matters most
man in black jacket and blue denim jeans riding motorcycle
man in black jacket and blue denim jeans riding motorcycle

About Me

Commercial insurance built on experience, trust, and practical advice.

With more than 20 years of sales and commercial insurance experience, I help Ontario businesses find coverage that fits how they actually operate. My approach is straightforward: understand the business, identify the real exposures, and help build insurance solutions that make sense.

I work with a strong network of insurance markets to support a wide range of commercial needs, including garages, farms, transportation, manufacturing, resorts and camps, restaurants, and retail operations. My goal is to provide clear guidance, responsive service, and long-term support you can rely on.

I believe commercial insurance should be explained clearly, structured properly, and built around your business — not forced into a one-size-fits-all solution.

A FEW OF THOSE I HAVE ASSISTED

Garage and Trades

Coverage for auto repair shops, service trades, and hands-on businesses that keep things moving

HELPING A VARIETY OF BUSINESSES, TRADES, MANUFACTURING, AND NON-PROFIT ORGANIZATIONS.

man standing on garden during daytime
man standing on garden during daytime
white and blue truck on road during daytime
white and blue truck on road during daytime
Farming and Agriculture

Insurance support for farms, equipment, outbuildings, and the unique risks tied to agricultural operations.

Transportation and Fleet

Protection for vehicles, drivers, cargo, and the day-to-day risks that come with moving goods and equipment.

woman in white long sleeve shirt using black laptop computer
woman in white long sleeve shirt using black laptop computer
Manufacturing

Protection for production facilities, machinery, inventory, and the risks that come with keeping a business running efficiently

people sitting on chair in restaurant
people sitting on chair in restaurant
a night time view of a ski resort in the mountains
a night time view of a ski resort in the mountains
Resorts & Camps

Insurance for seasonal and year-round hospitality operations, including property, liability, and guest-related exposures

Restaurants & Retail

Support for customer-facing businesses with property, liability, contents, and business interruption risks.

These are just a few of the industries and exposures I work on — every business is different, and the right coverage starts with the right conversation

Why do I need a Broker who specializes in Commercial Insurance? A Commercial Guy?

5 Reasons to Work With a Commercial Guy

  1. More options, better fit.
    A commercial broker has access to multiple insurance companies, giving you a broader range of solutions than a single-company agent or an online quote site.

  2. The right questions matter.
    Proper commercial coverage starts with understanding your business. We dig deeper to help uncover gaps, avoid overlaps, and reduce the risk of being underinsured or overpaying.

  3. Coverage explained in plain language.
    We do more than deliver a quote. We walk you through your coverage so you understand what it does, why it matters, and how it protects your business.

  4. Industry insight that adds value.
    A commercial expert keeps up with insurance trends and the realities of your industry, helping us serve as a resource, not just a quote provider.

  5. Support when it counts most.
    If a claim or unexpected issue comes up, you want someone who already knows your business and can help you navigate the process with confidence.

These are just the starters. The real questions and answers come from chatting with the Commercial Insurance Guy.

Need Insurance Today?

Contact me for efficient, reliable, and professional Insurance across Ontario and other parts of Canada.

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© 2025 All rights reserved.

John Flanagan

Serving Primarily: Ontario, Additional Provinces of Canada.

USA Affiliated Broker Network

(289) 314-8727

commercialguyinsure@gmail.com