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Bossola's Insurance - Insuring Cheswick and All of Pennsylvania

Bossola’s Insurance Agency has been serving the Alle-Kiski Valley since 1942. It is the oldest business in Cheswick. We are a family owned and operated business now owned by Robert Tomayko the 3rd generation to own Bossola’s Insurance. Agents include Robert Tomayko with 34 years experience, my aunt Dorothy Tomayko with 41 years experience, and my daughter Nicole Tomayko (who is the 4th generation) with 4 years experience as of 2018. We specialize in Auto, Home, Life, and Commercial Insurance.

At Bossola’s Insurance you are always welcome to come in to make your payments or file a claim in person, or just stop in to say hello. We even have some clients who like to stop in just to hear or tell a new joke. Bottom line we are a family owned and operated business and your family is extremely important to us.

Specializing In Erie Insurance

Erie Insurance has been helping customers since 1925 with their auto, home, business, and life insurance needs.
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Robert Tomayko
Robert Tomayko
President
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Auto Insurance

Paying too much for auto insurance? With our flexible coverage options and expert service, you’ll know that your vehicle is getting the best protection possible.
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Home Insurance

Your home is your greatest investment, but you shouldn’t have to break the bank to insure it. Find out how much we can save you on your policy.
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Business Insurance

As a business owner, you have enough on your mind without having to worry about your insurance needs. Let us find the best coverage at the best rates for you.
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Recent News & Updates

Preventing a Home Insurance Claim from Getting Denied

Posted: November 16, 2025

Home insurance offers peace of mind in case of unexpected damage or loss, but that protection only applies if your claim is approved. Many homeowners are surprised to learn their claims are denied for reasons that are often preventable. Knowing how to avoid the pitfalls can help ensure your homeowners' policy works for you when you need it most. Common Reasons for Claim Denials After...

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Posted: November 13, 2025

Thanksgiving is a time to pause, reflect, and appreciate what we have, including the people around us. Bringing that spirit into the workplace can help create a positive environment and strengthen teamwork before the holiday season begins. Here are six creative ways to celebrate Thanksgiving at the office and show gratitude to your team. Host a Potluck Meal Food is one of the best ways...

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For most retailers, the holiday season is the busiest and most profitable time of year. With higher customer traffic and increased online sales come greater risks. Both brick-and-mortar stores and e-commerce businesses face unique challenges over the holidays. Help protect your profits, customers, and reputation by taking steps to identify and manage these risks. Theft and Shoplifting Crowded stores, rushed shoppers, and distracted employees create...

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Every year, millions of Americans take to the road for the Thanksgiving holiday, traveling to spend time with their family and friends. Along with the anticipation of a wonderful celebration, the season has unpredictable weather, very heavy traffic, and an increased risk of accidents. If you have plans to travel this Thanksgiving, practicing safe driving conduct is critical. Read some of the basics that can...