Gentle Friends Insurance

Insurance specialists. Family-run.

Auto | Homeowners | Commercial | Business | Life | Health

Independent Insurance Agent

Gentle Friends Gift Shop 3-2.png


With 30+ years of personalized service and expertise, we help you make the right choice when it comes to insurance.

Licensed Insurance Professional

As an independent agent we provide competitive rates and personal attention for all your insurance needs. We represent high quality insurance companies that offer a variety of coverage options and price points so you have a choice when it comes to choosing auto, homeowners, commercial, business, life, or health insurance. We work to find the best value for your dollar.

Personal Advisor and Advocate

We walk you through the complexities of insurance in simple terms, help you make decisions so you are properly protected, and advocate for you over a billing or claim concern. With over three decades of insurance expertise we are here to serve you – and hold your hand, if needed.

Local Family Business

As a local neighborhood business in Chicago, serving throughout Illinois, we share your interests and understand your insurance needs. We are here to help you through insurance changes in your life, from moving into a new home to starting a business or adding a family member to your policy. We’re not going anywhere – we’re right around the corner to help.

“If there is a better insurance agent than Paulina in Chicago, or anywhere in the world, I'd like to know. She is amazing and I cannot recommend her enough.” — Brett Y.


We help people receive the right insurance to protect what they care about most. But as a local family-business, that’s not where our caring began.

Early on I knew I wanted my own business. My grandparents were entrepreneurs. Even my mother opened her own gift shop in the early 80s, in Andersonville, featuring local artists. One could say, we’ve always been a family business. I grew up helping and watching my mother in her gift shop, working hard, caring for people and being involved in the neighborhood. She believed in the community and taught me to do the same. She named her gift shop, Gentle Friends. The gift store has since closed, but the building still stands today.

In 2004, I opened my own independent insurance business at the same location as my mother’s gift shop, in Andersonville. Founded with the same values and commitment to the local community as hers and naming it the same, in honor of her.

Some things have changed, since the day I opened Gentle Friends Insurance. We’ve moved around the corner and I now run the business with my family. But the one thing that hasn’t changed – is the name and meaning behind it – caring about those that walk in the door. The original sign from my mother’s store hangs in our office today.

– Paulina Kaszuba, Founder

Paulina took care of everything from start to finish. Thanks to her I am confident with my insurance and know that if anything happens she will be able to !” — Jessica B.


If you need assistance, give us a call during our open office hours. If you need to make a claim, outside of open hours, please reach out to your chosen carrier.

Paulina Kaszuba or Mark Kaszuba
(773) 271-5100

5416 North Kedzie Avenue
Chicago, Illinois 60625

Office Hours:
Monday thru Friday: 9am to 5pm
Saturday: By appointment only.

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If you have a claim or payment due, click on your provider below to contact them.