Who we are
Truska Insurance Agency is an independent property and casualty brokerage based in Chicago, serving individuals and businesses alike. Our experienced team partners with a select group of highly rated insurance carriers to design coverage solutions tailored to your specific needs, with a strong focus on delivering cost-effective, value-driven protection.
We believe insurance is about more than policies—it’s about relationships. By taking the time to understand our clients and their goals, we provide thoughtful guidance that helps you move forward with confidence and long-term peace of mind.
35
Insurance Providers
100+
Types of Insurance
1000+
Policies Written


Founder
I’m Robert Truska, CLCS, SBCS, founder of Truska Insurance Agency and a Chicago-based insurance executive with more than 25 years of industry experience.
My career has spanned leadership roles across both large and mid-sized brokerage firms, including Aon, Rockwood (where I served as Vice President | Broker), and Troxell (where I also served as Vice President | Broker). This experience has given me a deep understanding of complex risk environments across national and regional platforms, as well as the evolving needs of both businesses and individuals.
Today, I lead Truska Insurance Agency with a focus on delivering clarity, strategy, and long-term value to clients. I help individuals and businesses make confident, well-informed insurance decisions with tailored coverage and proactive risk guidance.
My approach is built on transparency, integrity, and lasting relationships. I don’t just place insurance—I serve as a trusted advisor committed to protecting what matters most as clients grow and change over time.
Proud Member
SIAA – The Agent Alliance
Through our national network of independent insurance agents—representing over $18 billion in written premium—you gain access to a broader, more competitive marketplace. This means more options, better pricing, and specialized coverage solutions often reserved for larger firms.
For you, that means tailored protection that fits your needs, with comprehensive, cost-effective coverage.

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!
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.
Robert has been my business insurance person from Day 1. He was referred to me by someone who only likes working with the best. As a small business owner, I appreciated how honest he was about what I did and DIDN’T need coverage for. I could tell he wasn’t trying to make a buck but trying to find coverage that made the most sense for me. I recently moved all of my insurance policies through Robert, and he found me better coverage for less. I feel so at ease knowing that Robert really assesses my situation and will ensure I’m covered in a way that truly protects myself and my assets. He quickly responds when I have last-minute requests for COI and checks in to ensure no significant changes have been made. It feels personal with Robert and not like I’m just another policyholder. I feel so grateful for Robert.
I highly recommend Rob. He has been our insurance agent for a long time. He is knowledgeable and always helpful. I’ve recommended him to several family members and friends, who have all become clients.
I have been a customer of Robert Truska’s for over 20 years, and he is the rare professional that not only do I have no issue recommending to others, but I am proud and confident to do so. His professionalism and knowledge of what can be a rather confusing and complicated industry is unparalleled. It is also a genuine pleasure to talk with Rob – he is affable and caring and truly understands my needs and preferences when it comes to all facets of insurance.
Working with Robert has been fantastic. He possesses extensive knowledge of the film and photo industry. Having been in the business for 25 years, I’ve never encountered anyone as reliable as Robert when it comes to insurance-related question.
By far the easiest transaction from the purchase of my new condo. Loved the personal service. Moving in with a feeling of security. Thank you Robert at Truska Insurance Agency!
Rob has always been attentive to us and prompt in responding to any requests. It is wonderful to deal with someone you know personally rather than deal with an unknown person when you have a question or claim.


