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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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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

When Should Small Business Owners Switch Insurance Companies?

Posted: April 19, 2025

Managing a small business comes with endless challenges—and great rewards. One of the main issues is keeping your overhead as low as possible. The cost of your business insurance should be reviewed yearly—savings could be possible. If you’ve been with the same insurance provider for years, you might assume you’re getting the best deal—but are you? Switching insurance companies can improve coverage, lower costs, and...

The Hidden Costs of Skipping Insurance

Posted: April 16, 2025

This April is the 22nd anniversary of Financial Literacy Month, a time that inspires us to secure our future with sound financial planning, budgeting, saving, and investing. It’s an excellent opportunity to improve your financial education and be more secure in your goals. For example, many people are unaware of the hidden costs of skipping insurance, making them financially vulnerable. Why Consider the Cost of...

6 Cost Control Strategies for Group Benefits

Posted: April 13, 2025

Managing employee benefits costs is a critical concern for many businesses, especially as premiums and healthcare expenses continue to rise. The average price of providing employee benefits has increased by 5-7% annually over the past five years. To keep your organization competitive while controlling expenses, consider these six strategies for reducing group benefits costs without compromising the value you offer employees. 1. Assess Employee Utilization...

6 Reasons Why Water Heaters Fail

Posted: April 8, 2025

It’s no fun going without hot water. That’s especially true when the seasons change and temperatures take a dip. But like nearly every otherappliance in your house, water heaters fail. And that can lead to cold showers — or even worse, a water leak. Here are 6 telltale signs you have a failing water heater: You only have cold water. Your water gets warm, but never hot....