As to the time investment:
> He spent more than three months preparing, researching the color and shape of the signs, mixing his own custom paint to get the colors just right, and applying a bit of faux patina to finish it off. Ankrom even spent time tracking down the button-shaped reflectors used on other legitimate signs and convincing the supplier to give him some. Once he was satisfied that it looked authentic, he came up with a plan to install it.
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Caltrans has 15,000 miles of state highways that they have signage for. A single sign may only get reviewed once a decade because of that.
Doing single things in isolation is "easy" without going through the required public comments and such. Maintaining it for the entire state is much more challenging.
This guy took a few days and a few dollars to put up a sign.
Caltrans took 8 years, undoubtedly thousands of dollars, stack and stack of paperwork, and a bunch of workers to do the same.