We're honored to live and work in the community we serve.


Providing local expertise and the power of choice is the Brightway difference.

Welcome to Brightway, Chesterfield

Talk to an Agent icon New to us? Talk to an Agent 636-422-3260

Current policy Holder Icon Current Policyholder? 855-591-0582

Shining Sun A more personal way to shop insurance.


When it comes to buying insurance, Brightway, Chesterfield is your source for more choices and better service. Whether you’re looking for a competitive rate for Homeowners insurance or need help determining the right amount of Commercial coverage, our staff is made up of insurance professionals  who are experts in Personal and Commercial insurance, along with Disability insurance and Annuities. Along with expert advice and more options, you’ll always receive personal attention from industry experts committed to your satisfaction at Brightway, Chesterfield.

If we can answer any questions about Home, Auto, Business or other types of insurance, stop by or give us a call. 

Shining Sun Providing our customers with high levels of service.

Gary Silverman
Gary Silverman Agency Owner

Born in Saint Louis, Missouri, Gary attended Parkway North High School and then went on to the University of Missouri where he majored in Business Administration. A second-generation insurance professional, he understands the importance of helping his customers find the right coverage at the right price. He is able to assist with all types of Personal and Commercial insurance.

Gary and his wife Karen have two boys who are actively involved in youth golf, swimming and baseball, which fuels Gary’s passion for coaching youth sports. Both Gary and Karen enjoy physical fitness and attending Cardinal baseball games with their sons.

  • Gary Silverman
    Gary Silverman Agency Owner

    Born in Saint Louis, Missouri, Gary attended Parkway North High School and then went on to the University of Missouri where he majored in Business Administration. A second-generation insurance professional, he understands the importance of helping his customers find the right coverage at the right price. He is able to assist with all types of Personal and Commercial insurance.

    Gary and his wife Karen have two boys who are actively involved in youth golf, swimming and baseball, which fuels Gary’s passion for coaching youth sports. Both Gary and Karen enjoy physical fitness and attending Cardinal baseball games with their sons.

    Gary Silverman Agency Owner
    Gary Silverman
    Gary Silverman Agency Owner

    Born in Saint Louis, Missouri, Gary attended Parkway North High School and then went on to the University of Missouri where he majored in Business Administration. A second-generation insurance professional, he understands the importance of helping his customers find the right coverage at the right price. He is able to assist with all types of Personal and Commercial insurance.

    Gary and his wife Karen have two boys who are actively involved in youth golf, swimming and baseball, which fuels Gary’s passion for coaching youth sports. Both Gary and Karen enjoy physical fitness and attending Cardinal baseball games with their sons.

  • Jennifer Howell
    Jennifer Howell Commercial Specialist

    Jennifer is proud to be servicing the insurance needs in her hometown. She has 15 years of experience working in the Insurance Industry, even working at the Brightway Home Office for 4 years in the Commercial Service Department. She also has experience working for other companies in high risk, loan servicing, and insurance tracking departments.

    She completed undergraduate coursework at University of North Florida, and looks forward to offering More Choice and Expert Counsel to customers in Chesterfield. 

    Jennifer Howell Commercial Specialist
    Jennifer Howell
    Jennifer Howell Commercial Specialist

    Jennifer is proud to be servicing the insurance needs in her hometown. She has 15 years of experience working in the Insurance Industry, even working at the Brightway Home Office for 4 years in the Commercial Service Department. She also has experience working for other companies in high risk, loan servicing, and insurance tracking departments.

    She completed undergraduate coursework at University of North Florida, and looks forward to offering More Choice and Expert Counsel to customers in Chesterfield. 

  • Joe Kavadas
    Joe Kavadas Marketing Manager

    Joe has been serving the St. Louis area since 1993. He believes in putting people first, products second, and profit third and gives incredible attention to detail for every client. He enjoys saving clients' money to make their other needs, such as car payments and other insurances they carry, more affordable. He chose to do this at Brightway because we offer more choice than other independent agencies.

    He and his wife Faith are celebrating 20 years of marriage and have twin daughters, who bring endless activity and adventures. They enjoy being in nature, and hiking. His girls are active in scouts, soccer, swimming, and dance. 

    Joe offers financial training to clients, congregations, and employee bases and organizations. 

    Joe Kavadas Marketing Manager
    Joe Kavadas
    Joe Kavadas Marketing Manager

    Joe has been serving the St. Louis area since 1993. He believes in putting people first, products second, and profit third and gives incredible attention to detail for every client. He enjoys saving clients' money to make their other needs, such as car payments and other insurances they carry, more affordable. He chose to do this at Brightway because we offer more choice than other independent agencies.

    He and his wife Faith are celebrating 20 years of marriage and have twin daughters, who bring endless activity and adventures. They enjoy being in nature, and hiking. His girls are active in scouts, soccer, swimming, and dance. 

    Joe offers financial training to clients, congregations, and employee bases and organizations. 

Yellow Sun Shine Our reputation says it all.


  • Gary was able to deliver multiple insurance policies that save me money and provide better coverage. 

    Todd S.

  • Brightway knows who I am, addresses me always by name. Thank you Brightway for helping me understand insurance, my insurance needs, and the best options for me!

    Autumn J.

  • Chris Merker went above and beyond to help me find new homeowners insurance when I needed it.  He was friendly and helpful, even coming to me instead of making me go to him.

    Jesse K.

  • I'd have to say one of the best insurance experiences I have ever had. Gary saved me money but not only that was responsive when I needed to make changes. I have referred him to family & friends.

    Chandra W.

  • Gary was a pleasure to work with and I highly recommend him!

    Henry L.

  • Excellent personal service...highly recommend Brightway to anyone who wants someone who will do the 'foot work' for you AND you won't have to hound to return your calls! Great company!

    Tracie R.

  • Gary helped us save $350 per month on our Homeowners insurance! I was thrilled!

    Janet S.

  • Gary was extremely knowledgeable regarding the numerous plans and rates that were available to me. He always responded to my questions and needs in a timely manner, and was a pleasure to work with. I highly recommend that anyone who needs assistance with insurance reach out to Gary and Brightway Insurance. Thank you Gary for all your help!

    Haley F.

Yellow Sun Shine More choice. More convenience. More confidence.


Yellow Sun Shine Visit us today.


Give us a Call
636-422-3260
Our Office

17600 Chesterfield Airport Rd, Suite 104
Chesterfield, MO 63005

Get Directions >
Hours of Operation

Monday - Friday: 8:30 a.m. to 6 p.m.
Saturday: By Appointment Only
Sunday: By Appointment Only

Let us find the right insurance for you.


Reach out and we’ll get back to you with a custom policy that fits your unique situation.