You ever get into a fad or a game right as the rest of the world it getting over it. Maybe you're playing a game and the score is xx-0 and right at the end you score, well you were just "A day late and a dollar short."
The phrase is another way of putting too little too late. In other words not enough effort in not enough time. The phrase dastes back to at least the 1930's and was popular in the south. The earliest publishing it's found in is a comic strip "Out Our Way" by James R. Williams.
This is such a true saying, a day late and a dollar short. It always seem that when you try hard to accomplish something that you seem to be a little too late to gain the results.
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