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They changed the rules a few years ago that switched from only taking top 2-4 hitters per individual round to accumulated HRs over the entire contest. It ended up changing how batters played the derby since now if you have a dominating 1st round, you would need less in the 2nd round regardless if 2 other players hit more in the 2nd round than you.
In 1999 those derby hitters were not just hitting home runs but demolishing distances and the Green Monster since it was assumed leading to the contest the Green Monster might cut down on the total number of home runs. Once one guy managed to get it over the Monster it became a game of who could launch it over the farthest and into the next street.
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