Skip to the content

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.
Click here to get an auto insurance quote with Erie Insurance "ERIE Auto Insurance Quote" (opens in new tab)
Click here to pay your Erie Insurance bill "ERIE Pay Your Bill" (opens in new tab)
Click here to use the Erie Insurance Life Insurance Calculator "ERIE Life Insurance Calculator" (opens in new tab)
Robert Tomayko
Robert Tomayko
President
Read what satisfied customers have said about Bossola's Insurance.
See All Reviews
See All Reviews
Erie Insurance Logo
Progressive Insurance Logo

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.
Get Coverage

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.
Get Coverage

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.
Get Coverage
Erie Insurance Logo

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.
Learn More

Recent News & Updates

Ultimate Spring Checklist for Boat Owners

Posted: May 2, 2025

For boat owners, the arrival of spring is the time to shed the winter coats and your landlocked routine for life vests and the freedom of the open water. Before you set out, it is essential to ensure your boat is ready for the season. Spring is the perfect time to give your vessel a thorough checkup and get it in shape for all your...

How to Measure & Use Employee Satisfaction Metrics

Posted: April 28, 2025

Employee satisfaction is a key indicator of how well an organization performs in terms of its work environment, leadership, and support. By measuring satisfaction regularly, businesses can identify areas for improvement, reduce turnover, and foster a more engaged workforce. By using a few key insights that are standard in the HR world, you can make positive changes within your company, with the end goal being...

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...