When will the Yankees regret the Jacoby Ellsbury contract?

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These huge, later-career deals never turn out great. The best you can hope for when you sign a 30-something baseball player to a hugely expensive long-term deal is that he will have a couple of good years on the front end to boost up his value, have a nice rebound year somewhere in the middle, and not be utterly useless and difficult to deal with at the end.

You can go down the list of players signed longterm after the age of 30 – Alex Rodriguez, Albert Pujols, Adrian Gonzalez, Josh Hamilton, Alfonso Soriano, Vernon Wells, Ryan Howard, Jason Giambi, Ken Griffey Jr., Mike Piazza, on and on — and you will find, over and over, deals that teams regretted t some point or other.

So the Yankees will inevitably regret signing Jacoby Ellsbury to a seven-year, $153 million deal — the real question is when. If they don’t regret the deal until 2018 or 2019 — when Ellsbury is a 35-year old coming to the end of his deal, struggling to stay in center field, constantly battling some nagging injuries — then you would have to say that they should feel pretty good about things. The trouble with these deals is that the regret often happens much earlier than you expect. I’m sure the Angels KNEW they were going to regret the Josh Hamilton deal at some point. I just don’t think they expected it to be the first year.

Ellsbury, when healthy, is a fabulous baseball player. I’ve seen him compared pretty often with Carl Crawford, and Crawford was pretty great as a young player. But I think Ellsbury is an even better player than Crawford was in Tampa Bay. For one thing, he plays centerfield while Crawford played left. They were both superior defenders, but a superb center fielder is quite a bit more valuable than a superb left fielder. Ellsbury also gets on base more and might even be a more potent base stealer (last year, Ellsbury stole 52 bases and was caught just four times all year — Crawford led the league in steals annually but would get thrown out a bit more).

Also, Crawford never had a season like Ellsbury’s 2011, when he hit .321/.376/.552 with 32 homers, 105 runs scored, 119 RBIs and 39 stolen bases (though that year he was caught a lot — 15 times).

Then again Crawford was also much more durable than Ellsbury. From 2003 to 2010, Crawford played 140-plus games every year but one, and even in the year he was hampered by injuries he played 109 games. Ellsbury meanwhile has had two of the last four seasons destroyed by injuries — he played just 18 games in 2010, just 74 games in 2012. Nobody can say if those injuries project anything for the future but they are part of his history.

The Yankees have so much money — and so much money on the line — they figure he’s worth the risk. I can see their point. If the Royals or Mariners or Brewers or some team like that had given Jacoby Ellsbury a seven-year, $153 million deal, you could say without any hesitation that they had lost their minds. That’s exactly the sort of deal that can paralyze a smaller franchise for a half-decade.

But the Yankees are a different category. The Yankees in that too-big-to-fail category — they have money on top of money, and they are constantly aware that if they put a losing and uninteresting team on the field, everything crashes. Nobody buys their absurdly high-priced tickets. Fewer people watch their cash cow Yes Network. The back page of the Post and Daily News looks elsewhere. The Yankees brand — the most lucrative in America — starts to devalue a little bit and then a little bit more and … they just can’t let that happen. Money, they have. Wins, they need.

And so the Yankees are playing a different game. If they get even one superstar year and maybe a couple of good years from Ellsbury, they will probably be pretty happy.

How good a bet is Ellsbury to have one more season like he did in 2011? I’m not sure. That was an unusual power surge from a player who has never hit double-digit homers any other year. Then again, that’s a very short porch in right field at New Yankee Stadium.

Truth is, we can spend a lot of time trying to compare Ellsbury to other players — his Baseball Reference comps of Phil Bradley, Tony Gonzalez and Roberto Kelly do not strike an encouraging note — but it’s hard to find many players like Ellsbury in baseball history. He stole 70 bases in a season. He hit 30 home runs in a season. There’s only one other player in baseball history who pulled off those two feats in a career, Eric Davis. And he had a rebirth in his mid-30s, even while battling colon cancer.

My gut instinct is that it will work out for the Yankees. But I say this in part because things always seem to work out for the Yankees.

I can say this with more confidence: If the Mariners sign Robinson Cano … that won’t work out.

Odubel Herrera went 0-for-5 with five strikeouts today

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Did you have a bad day? It’s OK. We all do sometimes. It’s just part of life. Even ballplayers have bad days. Even the good ones.

Odubel Herrera is a good one. He’s only 25, but he’s already got two seasons of above average hitting under his belt. Dude gets on base. He could be a regular for tons of teams, so there’s no shame at all in him having a bad day. And boy howdy did he have a bad day today. He went 0-for-5 with five strikeouts in the Phillies extra innings win against the Rockies.

“I feel that I am making good swings but I’m just missing the pitches,” Herrera said.

Well, that is how strikeouts work.

Four strikeouts in a game is known as a Golden Sombrero. Players don’t strike out five times in a game very often so they don’t have an agreed upon name, but I’ve seen it referred to as the “platinum sombrero,” which seems pretty solid for such a feat. Six is a titanium sombrero or a double platinum sombrero, though there are references to it as a “Horn,” for Sam Horn, who deserves something to be named in his honor. Horn is like Moe Greene — a great man, a man of vision and guts — yet there isn’t even a plaque, or a signpost or a statue of him!

But I digress.

The last time a Phillies player did it was when Pat Burrell K’d five times in September 2008. The Phillies won the World Series that year, of course, so maybe this is an omen. [looks at standings] Or maybe not.

Anyway, get a good night’s sleep tonight, Odubel. Shake it off. Tomorrow is another day.

Rachel Robinson to receive O’Neil Award from the Hall of Fame

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NEW YORK (AP) Rachel Robinson will receive the Buck O’Neil Lifetime Achievement Award from baseball’s Hall of Fame on July 29, the day before this year’s induction ceremony.

She’s the wife of late Hall of Famer Jackie Robinson, who broke the major league color barrier in 1947. Rachel Robinson created the Jackie Robinson Foundation in 1973, a year after he husband’s death. Rachel Robinson, who turns 95 in July 19, headed the foundation’s board until 1996.

The O’Neil award was established in 2007 to honor individuals who broaden the game’s appeal and whose character is comparable to that of O’Neil. He played in the Negro Leagues, was a scout for major league baseball teams and helped establish the Negro Leagues Baseball Museum in Kansas City, Missouri.

The award was given to O’Neil in 2008, Roland Hemond in 2011 and Joe Garagiola in 2014.