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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

The Ins and Outs of Contractor Insurance

Posted: June 4, 2025

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Top 5 Frequently Asked Questions About Business Insurance

Posted: June 4, 2025

Understanding business insurance is crucial to protect your company from unexpected risks. As a business owner, you may have questions about how business insurance works, what it covers, and which policies you need. To help clarify these points, here we answer the top five frequently asked questions about business insurance. What Types of Business Insurance Are Available? Several types of business insurance policies are available,...

​5 Most Common Insurance Claims and How to Avoid Them

Posted: June 2, 2025

June has arrived! This month is National Homeowners’ Month and National Safety Month. We celebrate both special recognitions by considering how homeowners can keep their properties safe and secure. Knowing the most common insurance claims can help you safeguard your property and avoid the risk of losses. Here are five prevalent homeowners' insurance claims and strategies to prevent them:​ 1. Water Damage Water damage is...

The Importance of Online Employee Wellness Programs

Posted: May 28, 2025

In today’s fast-paced business world, employees' health can take a back seat to deadlines, meetings, and day-to-day work. However, employee wellness is not just a nice thing but an essential component of a thriving business. Online employee wellness programs are gaining traction for a good reason. They offer a practical solution to keeping your team healthy, engaged, and more productive without the burden of juggling...