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Thoughts & Perspectives from Chris Bakes

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.

 

A split-era collage showing a Blockbuster store, VHS tapes, and a flip phone transitioning into a Tesla in self-driving mode, AI tools on a laptop, and modern smart rings.

4 min read

From Blockbuster Nights to AI Running My Day: The Evolution of Tech

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 self‑driving mode to watch my boys play baseball. The car was doing its thing while I was doing...

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Alarm clock set for 4 am with a list of things to do for the day

3 min read

The 4 AM Reset: How I Took My Life and Routine Back

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....

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Baseball field on opening day representing the connection between baseball, business, and fatherhood.

4 min read

Baseball, Business, and Fatherhood: The Long Game

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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2026 Tesla Model S

3 min read

My Tesla FSD Experience as an Insurance Agency Owner & Claims Exec

My Honest (and Slightly Life‑Changing) Tesla Experience: An Insurance Guy’s Take

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