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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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teenSMART® safety training that pays off

Smarter driving skills today can mean savings tomorrow.

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ERIE's YourTurn® Program

There is a new way Erie Insurance is looking out for you and wants to help you stay safe on the road.

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Recent News & Updates

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Posted: October 4, 2026

Every October, the Cybersecurity and Infrastructure Security Agency (CISA) leads Cybersecurity Awareness Month, a nationwide effort to help individuals and organizations better protect themselves online. For small and mid-sized businesses, it's also a timely reminder to think about how a cyberattack or data breach could affect operations, and whether cyber liability insurance has a role to play in your risk management plan. Why Cyber Risk...

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