Insurance Simplified. Local Expertise. Personal Service.

We make it easy for Chicago individuals, families, and businesses to protect what matters most with local guidance, tailored insurance solutions, and access to leading carriers at competitive prices.

Thoughtfully designed coverage. Exceptional service.

We help Chicago individuals, families, and businesses protect what matters most through tailored insurance solutions, trusted guidance, and access to leading insurance carriers with competitive pricing.

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About Us

25+

Years In Business

50+

Companies Represented

96%

Customer Satisfaction

1

Single Point of Contact

Business associates walking along the Chicago River

Business Insurance Solutions

Running a business comes with enough challenges. Insurance should not be one of them. At Truska Insurance Agency, we help business owners identify risks, understand coverage options, and build insurance programs that protect their assets, employees, and future growth.

As an independent insurance broker, we work with a wide range of insurance carriers to find solutions tailored to your industry, budget, and unique exposures.

General Liability

Commercial Property

Commercial Automobile

Business Income

Cyber Liability

Professional Liability

Inland Marine

Fidelity

Commercial Umbrella

Workers’ Compensation

Business Products

Personal Insurance Solutions

Personal
Insurance

Protect what matters most with insurance designed around you. Truska Insurance Agency shops multiple top-rated carriers to find the right coverage for your home, auto, valuables, and financial future at a competitive price. With personalized advice, high-touch service, and one dedicated advisor looking out for your best interests, you get more than insurance—you get a trusted partner committed to protecting what you’ve worked hard to build.

Let us compare your options and find the right protection for you.

Homeowner’s

Condominium Owner’s

Rental

Landlord

Personal Articles Floater

Personal Automobile

Recreational Vehicles

Umbrella Liability

Earthquake

Flood

Personal Products

The Truska Difference

Insurance That Works for You. Service That Goes Further.

You deserve more than an insurance policy—you deserve an advisor who puts you first. At Truska Insurance Agency, we combine independent expertise, personalized advice, and high-touch service to help you protect what matters most. We compare coverage options from leading insurance carriers to find the right protection and competitive value for your home, family, and business.

Why Clients Choose Us

Personal Service

More Choices, Better Value

Advice You Can Trust

    
 
 
         
   Alex McDermott 
 
 
 
 Trustindex verifies that the original source of the review is Google. Robert has been an incredible help to me in my search for insurance for my small buisness. He is genuinely kind, personable, timely, and most importantly, proactive. He was able to find me an incredible plan within 48 hours of our first conversation! The process could not have been smoother, and I couldn't recommend him enough! Thank you Robert!
  
 
        
   Steven Piper 
 
 
 
 Trustindex verifies that the original source of the review is Google. As a young commercial photographer learning all the ins and outs of starting your own business, Robert helped give me all the resources and information I needed in order to be covered for my business. Robert is always on top of communication and responds quickly to urgent insurance needs. After being full-time freelance for 4 years now I know I have made the right decision working with Truska Insurance, and trust them to help me stay covered.
  
 
        
   Olivia Kohler 
 
 
 
 Trustindex verifies that the original source of the review is Google. Robert has managed my business insurance for a handful of years now. After being with a bigger insurance company, I was lost as to how my policy was being handled. I always talked to someone new every time I called and that was frustrating, especially when I needed something urgently. Now I know that I can call Robert anytime and have support for my needs pretty much right away. If I ever need to file a claim, I would 100% trust that Robert would be there for me!
  
 
        
   Chris Dilts 
 
 
 
 Trustindex verifies that the original source of the review is Google. As a full time, self-employed photographer I have really specific and evolving business insurance needs, which Robert and Truska are uniquely positioned to handle. His understanding of what professional creatives need from liability and equipment coverage is both detailed and reassuring. Additionally he's both responsive and understanding of last minute COI issuances and working with complicated coverage requests from properties and clients. I couldn't imagine working with anyone else to build and protect my business.
  
 
        
   Eliot Greenwald 
 
 
 
 Trustindex verifies that the original source of the review is Google. Rob Truska has been very responsive and helpful whenever I need anything.
  
 
        
   marieke mcclendon 
 
 
 
 Trustindex verifies that the original source of the review is Google. Robert from Truska insurance was very helpful, kind, and prompt. He took the time to walk me through everything and made sure I understood my policy. Truska insurance was recommended to me by a colleague and I would do the same.
  
 
        
   Yong Kim 
 
 
 
 Trustindex verifies that the original source of the review is Google. Exceptional Service and Expertise!

I recently worked with Truska Insurance and I couldn’t be happier with the experience. From start to finish, their team was professional, knowledgeable, and genuinely committed to finding the best solution for my needs.

What stood out most was their ability to explain insurance terms in a way that was easy to understand. They listen to my concerns, answer my questions, and tailored a policy that aligned with my requirements. Their attention to detail and recognizing the needs gave me confidence in the coverage they recommended.

The process was seamless, and the team was always available to provide support whenever I needed it. I truly felt like they had my best interests at heart, and I’m so grateful for their help.

If anyone's looking for an insurance provider, I highly recommend Truska Insurance!
  
 
        
   Gail Godo 
 
 
 
 Trustindex verifies that the original source of the review is Google. Robert Truska has been our Condo’s Insurance Broker for years.  Robert has extensive knowledge and experience to consistently provide the quality of service we have become accustomed to receiving from his company.  What sets Robert apart from so many other Insurance Brokers is the outstanding customer service he provides.  Calls are returned promptly and requests are handled efficiently without follow-up.
I wouldn’t hesitate to recommend Robert Truska to anyone with insurance needs.
  
 
        
   Sharlene Langford Stepien 
 
 
 
 Trustindex verifies that the original source of the review is Google. I have known and worked with Rob for over 15 years.  He is very knowledgeable and detail oriented.
  
 
        
   tim McAllister 
 
 
 
 Trustindex verifies that the original source of the review is Google. I was helped very quickly and expertly.  I am spending much less than I thought I would.
'Tim Mcallister
  
 
  
 
  
 
   Google rating score: 5.0 of 5, based on 41 reviews