Real‑world stories, personal commentary, and everyday insights on business, family, sports, tech, and whatever else deserves a good conversation.
These are the stories I’d tell you over coffee — business lessons, family moments, real-world insurance insights, and the occasional obsession with Teslas, baseball, or whatever else grabs my brain at 4 AM.
5 min read
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Chris Bakes: May 28, 2026 2:36:28 PM
The end of a baseball season is never easy. No matter how it ends, you always find yourself looking back. The wins, the losses, the stretches where everything clicked, and the stretches where nothing seemed to go right. But what always hits me the...
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2 min read
Chris Bakes: May 19, 2026 7:40:55 AM
I always heard people say, “It goes fast.” I believed them. Kind of. But not really. This past Saturday, sitting inside Northern Illinois University...
5 min read
Chris Bakes: Apr 24, 2026 9:31:20 AM
I've spent the better part of two decades around insurance claims.
3 min read
Chris Bakes: Apr 7, 2026 9:23:25 AM
I was traveling recently to watch my boys play baseball and, like I usually do on long drives, I had an audiobook playing. This time it was Winning...
4 min read
Chris Bakes: Mar 11, 2026 8:17:51 AM
The Evolution of Technology and What It Means for the Next 45 Years Last weekend I was cruising from Chicago to Eastern Kentucky in my Tesla in full...
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3 min read
Chris Bakes: Feb 26, 2026 12:13:54 PM
Around September of 2025, I hit a wall. Not the dramatic movie-type wall where you sell everything and move somewhere quiet. This was the slow creep....
4 min read
Chris Bakes: Feb 11, 2026 1:31:51 PM
Friday, February 13th is opening day for my twins, and it’ll be the first time I get to watch them take the field together in a college uniform....
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3 min read
Chris Bakes: Feb 2, 2026 5:33:56 PM
My Honest (and Slightly Life‑Changing) Tesla Experience: An Insurance Guy’s Take