The Howard contract was the one that should have snapped Amaro out of whatever loyalty spell he was under. The second he offered that catastrophe of a deal, baseball writers all over the country wrote in all capital letters: “ARE THE PHILLIES OUT OF THEIR MINDS?” There was no other question.
This was way back in 2010, and it was utterly inexplicable — a $125 million deal that would not even begin for two years for a declining slugger? I believe it is the most inexplicable bad contract ever handed out. Sure, you could argue for other terrible that were more expensive and harmful — this Pujols deal could end up setting the standard — and there have been many smaller deals that are hard to explain, like the Twins giving Ricky Nolasco a four-year, $50 million deal.
But combine the situation (Howard still had TWO YEARS left on his deal), the age (he turned 32 before the contract even began) and an honest assessment of the player (a power hitter who couldn’t run, was a liability at first base, couldn’t hit lefties and was unlikely to age well) and I think you are talking about the most inexcusably bad contract in baseball history.
Then again … it was a loyalty contract. Howard was such an integral part of the Phillies rise, such an unexpected joy when, in his first full year, he hit 58 homers and led the league with 383 total bases. The Phillies wanted to keep him as a Philadelphia sports hero. Noble cause. It blinded them to the obvious: Howard’s best days were behind him….
Amaro wanted to hold on. It’s a natural instinct. And it’s a destructive one. It never fails to amaze how obtuse Major League general managers can be about things seemingly as obvious as aging. Now, the Phillies are terrible, they are old, they have not developed a useful young player for themselves in about a decade, and Baseball America has ranked their minor league system 22nd, 23rd and 27th the last three years.
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