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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 & Outs of Group Term Life Insurance

Posted: March 28, 2025

Group term life insurance is an attractive addition to an employee benefits package. It is generally very affordable for employers and advantageous to employees. In today’s competitive job market, offering employer-provided group term life insurance is a cost-effective way to show employees care about their well-being and increase job satisfaction. What Is Group Term Life Insurance? This type of life insurance is provided to employees...

Helping Your Home Recover from Winter

Posted: March 24, 2025

There’s a sense of deep pride that comes with being a homeowner. But with that satisfaction comes its share of weekend home improvement projects and upkeep, too. Winter is usually rough on your home. Once snow, ice, wind, and freezing temperatures calm down, spring is a good time to check how your home withstood the season. Spring Home Maintenance Checklist Have your roof inspected. This is...

7 Spring Cleaning Tips for Your Career

Posted: March 20, 2025

Spring isn’t just about decluttering your home, it’s also the perfect time to think about refreshing your career. Does your current role align with your career aspirations? If it feels like you’ve gotten a little off course, here are seven quick and easy ways to help tidy up your professional life and set yourself up for success. 1. Update Your Resume and LinkedIn Profile Give...

Does Auto Insurance Cover Vandalism?

Posted: March 20, 2025

When most people think about auto insurance, they often consider how it protects their car in the event of an accident. But what if you discover that someone’s destroyed your vehicle with their own two hands? Unlike a car crash, vandalism is no accident — it’s an intentional act. The goal could have been to steal something from your back seat. Or maybe it was just...