Route 66 Insurance & CHALKLINE INSURANCE


We opened our doors in 2010. At that time, we were the only independent agency in the building with the other captive agents. One of those agents was my dad, JD McCaw. He taught me the "ins" and the "outs" of the insurance business. He also taught me a lesson without really teaching me a lesson. What I mean is, he was an expert at being more than an agent. Most of his clients called him a friend. He did this by being available for them and showing an interest in their life and family, not just their insurance. He retired in 2017 and passed in 2020. I strive every day to carry on his legacy not only as an agent, but also as a listening ear and helping hand for our clients, friends, and neighbors.
Kimmie and I were married in 2016 and we have 4 children in total. We love our family and our community. We believe we are here to be more than just a place to buy an insurance policy. We believe God has placed us here to be a blessing to our community through relationships both business and personal.
God bless!
Justin McCaw, Owner of InsureBoss Route 66 Insurance

I have grown up watching my grandfather, JD McCaw, build InsureBoss and watch my own father carry on his legacy. Getting my license wasn't just for a job but to continue on in my father's footsteps. Watching how they cared for their clients and their families really inspired me to want to give that same peace of mind to others. Learning the ends and outs of insurance has really put into perspective on how important it is to protect those that we love and finding the best coverage possible. It means so much more now that I have a little family of my own. My beautiful wife, Reagon, and myself look forward to raising our son, Bentley, in Chelsea, OK and being a part of the Dragon Community.
-Daniel McCaw
