Bossola's Insurance Agency

Bossola's Insurance Agency Bossola's Insurance is a family owned agency that was established in 1942. We specialize in Auto, Home, Business, and Life Insurance.

We specialize in home auto and life insurance

11/21/2025
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Which Disasters Are Covered by Home Insurance?

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8 Ways To Manage Holiday PTO and Avoid Staffing Stress

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7 Mistakes Small Business Owners Make When Filing Claims
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As a small business owner, you have consistently paid your insurance premiums. When the time comes to file a claim, it can be a shock to have your cla...

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Address

109 N Highland Avenue
Cheswick, PA
15024

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

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Our Story

We specialize in home auto and life insurance. Bossola’s Insurance is a family owned and operated business. Harold Bossola started the business in 1942 in a small room in his home. From there, he moved the office to its current location at 109 N Highland Ave in Cheswick, PA. Once Harold was ready to retire he handed the business down to his two son in laws, James Tomayko and Dick Reid. Both James and Dick brought their sons on board and eventually it was passed onto them. Bob Tomayko and Rick Reid were now the third generation to own the agency. In 2017 Bob and Rick decided to amicably split their partnership. It was part of the agreement that Bob would keep the Bossola’s name and location. Bossola’s Insurance is now operated by owner Bob Tomayko, his daughter Nicole Tomayko, and Aunt, Dorothy Tomayko.