The Yankees don’t need Manny Machado or Bryce Harper to win the World Series. But signing one of them (or both of them as I wanted) sure would have given them a better chance to.

The Yankees won’t be signing Machado after he agreed to a 10-year, $300 million contract with the Padres. Harper is still available, but with the Yankees being even less connected to Harper than they were to Machado all offseason, it looks like the Yankees are going to pass on both 26-year-old generational talents.

I spent the last few years waiting for this free-agent class like many Yankees fans, thinking 2019 would be the first chance in seven years the team would legitimately contend for a title. When the 2016 trade deadline ended, no one envisioned the Yankees getting within a win of the World Series in 2017 or winning 100 games in 2018, but these Yankees arrived two seasons early, giving Yankees fans two unexpected years of contention and seemingly two extra years of this current window of opportunity. With so many young stars and proven major league talent on cheap contracts, everyone thought the goal of getting under the luxury-tax threshold in 2018 was so the team could blow past it for 2019. They went past it this offseason, but they didn’t blow past it like they could have.

I’m not upset about the Yankees not signing Machado. I would have been upset if Machado ended up with the White Sox or Phillies or somewhere else for $175 million or $200 million or even $250 million, but the fact he got the $300 million he was expected to get makes it hurt less. Couple that with him now playing for the Padres in the NL West and it doesn’t hurt at all. Other than signing with the Yankees and performing like an MVP candidate through his prime, him signing with the Padres is the next best thing. He’s out of the division and out of the American League completely, and I only have to worry about him beating the Yankees every three years as opposed to six, seven or 19 times a year.

For Machado, it’s an incredible deal. He received the number many thought he would before this long and painful free-agent season occurred. It’s the largest free-agent contract in the history of North American sports, and if he doesn’t care about being in a big market and playing in big games, it’s the perfect situation. He can live by the water, in perfect weather, never playing meaningful games and not have to worry about his own fans booing him or sports radio hosts and bloggers picking apart every at-bat of his. Getting a guaranteed $300 million to play baseball in San Diego with no expectations shouldn’t be every player’s dream, it should be every person’s dream.

I wanted Machado because he’s a 26-year-old star, who plays both shortstop and third base and has owned the AL East with his bat, and the Yankees would have had him for his entire prime. The Yankees didn’t need Machado, but they could have afforded him just like every team in the league could have afforded him, despite what front offices and ownership throughout the majors wants fans to believe. The Padres of all teams were able to afford him. He would have been a luxury rather than a necessity on a team that is just beginning its window of opportunity to win a championship, and the Yankees have always been about adding luxuries, or at least they used to be.

Four months ago, it seemed inevitable I would be watching Machado play for the Yankees. Now I’ll get to see him play against the Yankees three times this season and then again in three years and three years after that. If he can’t be a Yankee, that’s the next best thing.

***

My book The Next Yankees Era: My Transition from the Core Four to the Baby Bombers is now available as an ebook!

The book details my life as a Yankees fan, growing up watching Derek Jeter, Mariano Rivera, Andy Pettitte, Jorge Posada and Bernie Williams through my childhood and early adulthood and the shift to now watching Gary Sanchez, Luis Severino, Aaron Judge and others become the latest generation of Yankees baseball. It’s a journey through the 2017 postseason with flashbacks to games and moments from the Brian Cashman era.

Click here to purchase the book through Amazon as an ebook. You can read it on any Apple device by downloading the free Kindle app.

Every day I wake up and go online thinking Manny Machado or Bryce Harper signed overnight and I missed it. And throughout the day, I’m constantly refreshing apps, websites and browsers in anticipation of their signings. So far nothing. Just a lot of wasted time.

We are long past the point of ridiculous that two 26-year-old, free-agent generational talents are still unsigned. It’s January 28. Pitchers and catchers officially report in a little over two weeks and there are already many pitchers and position players at their team’s spring training homes working out. Regular-season baseball is closer than Thanksgiving is away, yet neither of the two superstars in this year’s free-agent class have teams to play for.

I spent the last few years waiting for this free-agent class like many Yankees fans, thinking 2019 would be the first chance in seven years the team would legitimately contend for a title. When the 2016 trade deadline ended, no one envisioned the Yankees getting within a win of the World Series in 2017 or winning 100 games in 2018, but these Yankees arrived two seasons early, giving Yankees fans two unexpected years of contention and seemingly two extra years of this current window of opportunity. With so many young stars and proven major league talent on cheap contracts, everyone thought the goal of getting under the luxury-tax threshold in 2018 was so the team could blow past it for 2019.

The Yankees started this offseason by bringing Brett Gardner and CC Sabathia back. Then they let Patrick Corbin, the best pitcher on the free-agent market, sign with the Nationals, and the fear that the luxury tax would be an issue again began to elevate. They immediately signed J.A. Happ for the rotation spot Corbin was no longer going to fill and then they let David Robertson leave for the second time in four years. The next day they signed Troy Tulowitzki, who missed all of 2018, to potentially play shortstop in Didi Gregorius’ absence, and then two days later, they signed Zach Britton. The following week, out of nowhere, they signed DJ LeMahieu, and later that week, they signed Adam Ottavino to make up for the loss of Robertson. The Ottavino contract put the Yankees over the luxury-tax threshold, and even after the trade of Sonny Gray, they remain above it.

All the while, Machado and Harper remain free agents. Despite being the best two players on the free-agent market and despite the Yankees breaking the threshold, two of the absolute best players in the world remain unsigned.

Machado and Harper are still free agents because their numbers haven’t been met. And if there is any truth to the seven-year, $175 million offer from the White Sox to Machado, their numbers aren’t being close to met. (Reminder: Harper turned down $300 million from the Nationals.) Prior to the offseason, signing either to a $300 million deal seemed like a bargain and now it seems like neither will touch that number, which will only make it that more painful if the Yankees sign neither, and don’t forget, I want them to sign both. THEY ARE BOTH YOUNGER THAN AARON JUDGE!

Bringing Gardner, Sabathia, Happ and Britton back and adding LeMahieu, Ottavino and (I guess) Tulowitzki makes the Yankees contenders yet again. Add in a full season of a healthy Judge, Gary Sanchez and Gleyber Torres and a year of adjusting to the American League and New York for Giancarlo Stanton, and it seems like the Yankees should be even better than their triple-digit win total of a year ago. But I also thought adding Stanton and replacing Starlin Castro and Chase Headley with Torres and Miguel Andujar would be the difference of losing Games 6 and 7 of the ALCS and reaching the World Series and it wasn’t. You can’t predict injuries and you can’t expect success to carry over from one year to the next. The Yankees weren’t good enough to end their championship drought in 2017 or 2018, and I’m not sure, even with the cleanest bill of health and all of the offseason signings that they will be any better this coming years.

The Yankees can win the World Series with Machado and Harper, and that’s what Yankees ownership is banking on as this October will mark a decade since the team last reached the World Series. But that doesn’t mean the Yankees shouldn’t put the best possible team on the field. The best possible team doesn’t guarantee that you will win, but it gives you the best possible chance to win.

The biggest fear this offseason from Yankees fans was that the luxury-tax threshold would prevent the team from doing everything possible to create the best possible team. For a while, it looked like the luxury tax might ruin the 2019 season the way it did the 2018 season (Shane Robinson!), but now that the Yankees are over the luxury tax, they might as well do what everyone expected them to do three years ago and clean up with this free-agent class.

***

My book The Next Yankees Era: My Transition from the Core Four to the Baby Bombers is now available as an ebook!

The book details my life as a Yankees fan, growing up watching Derek Jeter, Mariano Rivera, Andy Pettitte, Jorge Posada and Bernie Williams through my childhood and early adulthood and the shift to now watching Gary Sanchez, Luis Severino, Aaron Judge and others become the latest generation of Yankees baseball. It’s a journey through the 2017 postseason with flashbacks to games and moments from the Brian Cashman era.

Click here to purchase the book through Amazon as an ebook. You can read it on any Apple device by downloading the free Kindle app.

There’s a reason why the Yankees gave up three of their better prospects for Sonny Gray and there’s a reason why the team let him start Game 1 of the 2017 ALDS and Game 4 of the 2017 ALCS. There’s a reason why the Yankees let him keep starting all the way until August even though he was nearly a guaranteed loss every time he took the ball. There’s a reason so many teams were connected to him this offseason and why the Reds ultimately decided to trade for him and give him a $30.5 million extension following the trade, disregarding his awful 2018 season. And there’s a reason why David Ortiz said the following about Gray in 2015:

“The last few seasons, the toughest guy I’ve faced is Sonny Gray from Oakland. This kid’s stuff is legit … the first time I see this Gray kid on the mound, I can’t help but notice he’s 5’10” and skinny. He looks like the guy who fixes my computer at the Apple Store. I’m thinking, Here we go. This is gonna be fun. Then he took me for a ride, man. Fastball. Sinker. Slider. Curve … Whap. Whap. Whap. You have no idea what this kid is going to throw. He drives me crazy.”

The reason for all these things is because Gray has the ability, talent, stuff and repertoire to be a perennial Cy Young candidate. The pitcher Ortiz was talking about is the one who pitched to a 2.88 ERA over 491 innings in his first three seasons in the league and who shut out the Tigers over eight innings in Game 2 of the 2013 ALDS. That’s the pitcher the Yankees thought they were getting. That’s the pitcher I thought the Yankees were getting.

The Yankees essentially did get that pitcher … when they were on the road. When Gray was away from Yankee Stadium, he was his usual self, but when the Yankees were home, it was like watching Game 7 of the 2004 ALCS every start.

HOME (15 games, 11 starts)
59.1 IP, 78 H, 47 R, 46 ER, 35 BB, 45 K, 11 HR, 6.98 ERA, 1.904 WHIP

AWAY (15 games, 12 starts)
71.0 IP, 60 H, 26 R, 26 ER, 22 BB, 78 K, 3 HR, 3.17 ERA, 1.155 WHIP

At Yankee Stadium, opposing batters teed off on him like a collective MVP candidate (.318/.406/.527), while on the road, opposing batters hit him like a backup catcher (.226/.295/.320). Unfortunately, the Yankees couldn’t destroy the rest of their rotation by moving everyone around to accommodate Gray’s inability to pitch in the Bronx, so they instead made Austin Romine his personal catcher as if Gary Sanchez was the problem. When the hopeful magic trick of having Romine turn around Gray’s season proved ineffective, the Yankees continued to stick with the meaningless experiment. Two months into the season, Gray allowed five earned runs and put 11 runners on base in 3 2/3 innings against the Angels, and after the game, he said:

“I thought I commanded my two-seam well. I think it was my four-seam that every time I threw it, it kind of leaked back over the middle of the plate. Slider was good. Yeah, I think the stuff was good.”

Despite his actual performances and lack of accountability for his performance, the Yankees continued to let him start every five days in June and July, thinking somehow he would get back on track. It wasn’t until the day after the trade deadline (which happened to be the year to the day the Yankees made the deal to acquire him) that the organization said enough was enough.

In the middle of a three-game winning streak after finding out Aaron Judge would miss the majority of the remaining regular season, the Yankees had an afternoon game in the Bronx against the Orioles before going to Boston for a four-game series, which would decide the division. A win against the 23-59 Orioles would make the Yankees four games back of the Red Sox with a chance to erase the entire deficit over the coming weekend.

Gray started for the Yankees against the Orioles, having already beaten them three times during the season, and he began the game with a perfect 13-pitch first inning. In the second inning, Yankee Stadium Sonny Gray arrived:

Danny Valencia singled.
Chris Davis walked.
Trey Mancini singled and Valencia scored.
Caleb Joseph singled on a bunt.
Renato Nunez doubled and Davis and Mancini scored.
Breyvic Valera struck out.
Tim Beckham singled and Joseph and Nunez scored.
Jace Peterson singled.
Adam Jones lined into a double play.

Gray had given up a five runs in the second to a lineup featuring one player (Jones) who might start on any of the winning teams in the league and to a team who had recently traded away its best player in Manny Machado en route to a 115-loss season. Not only that, but it was a day game after a night game, and a day game after another loss for the the Orioles, who were going to have to fly to Texas after the game for a four-game series in the August Texas heat with 53 games left in their miserable season. In a must-have game and about as winnable of a game against about as a bad of opponent as there will ever be in Major League Baseball, Gray got absolutely rocked. The Yankees offense wasn’t out of the game yet, not against the Orioles pitching staff, but together, Gray and Aaron Boone pushed the game out of reach.

Gray returned for the third inning, probably because Boone didn’t want to burn his bullpen ahead of the Boston series, but also possibly because Boone displayed an inability to know what he was doing when it came to bullpen management all season, ultimately ruining the ALDS for his team. After retiring the first two batters, Gray allowed a solo home run, followed by a walk and a single. Boone went out to take the ball from Gray and that game marked the end for Gray as a Yankee.

Gray spent the last two months of the regular season in the bullpen, making just seven relief appearances and two spot starts over the final 56 games. He finished the season with 23 starts, only eight of which were “quality starts”. And in those 23 starts, seven times he allowed five or more earned runs and seven times he failed to pitch at least four innings. The Yankees went 11-12 when Gray started and 89-50 in all other games, winning 100 games despite Gray’s miserable season. He was left off the postseason roster, and the second the season ended, Brian Cashman went to work openly showing his displeasure in Gray’s performance and ending his Yankees tenure by saying things like “It hasn’t worked out thus far” and “I think that we’ll enter the winter, unfortunately, open-minded to a relocation” and “It’s probably best to try this somewhere else” and “Our intention is to move Sonny Gray and relocate him”. On Monday, Cashman finally traded Gray to the Reds for a prospect and a draft pick.

What started back on July 31, 2017 as the Yankees getting two-and-a-half years of control for a potential ace at a bargain price for three players who might never reach or be regular players in the majors, ended with Gray pitching to a 4.51 ERA in 195 2/3 regular-season innings for the Yankees to go along with a loss and no-decision in two postseason starts.

Sonny Gray’s tenure with the Yankees has ended. I’m happy it’s over.

***

My book The Next Yankees Era: My Transition from the Core Four to the Baby Bombers is now available as an ebook!

The book details my life as a Yankees fan, growing up watching Derek Jeter, Mariano Rivera, Andy Pettitte, Jorge Posada and Bernie Williams through my childhood and early adulthood and the shift to now watching Gary Sanchez, Luis Severino, Aaron Judge and others become the latest generation of Yankees baseball. It’s a journey through the 2017 postseason with flashbacks to games and moments from the Brian Cashman era.

Click here to purchase the book through Amazon as an ebook. You can read it on any Apple device by downloading the free Kindle app.

The moment David Robertson signed with the Phillies, the Yankees were going to sign Zach Britton. They didn’t have a choice. The Yankees went into the offseason knowing they would need to re-sign or replace both Robertson and Britton, and once Robertson was off the board, it was inevitable Britton would become a Yankee again, the same way J.A. Happ became a Yankee again after the team let Patrick Corbin sign with the Nationals.

The foundation of Britton’s contract is for three years and $39 million, but it also includes a club option and player opt-out, which could increase the total to $53 million. In this new, weird way of free agency, which will most likely lead to a strike, the options and opt-outs are the new way of doing business. It’s a fair deal for a once-dominant reliever who still might not be all the way back from rupturing his Achilles, and it’s a bargain compared to what I thought he might get as a free agent with the potential of being some team’s “closer”.

Last year, in 25 games and 25 innings as a Yankee, Britton was only the Britton Yankees fans grew to hate about half the time, maybe a little more than half the time. His strikeouts were down and his walks were up and his sinker, which made him an elite closer in 2016-17, didn’t have its usual sink. It was all expected from a player essentially rehabbing his Achilles injury in actual games in the middle of a pennant race.

The Yankees aren’t getting the 2016-17 version of Britton, who pitched to a 1.22 ERA, striking out 153 in 132 2/3 innings, while racking up 83 saves. But they need to not get the newer version of Britton, whose strikeout numbers have declined by over three per nine innings and whose walk totals have gone by about two per nine innings since his back-to-back All-Star seasons. And I think they will get a better version Britton in 2019. I expect Britton to be better in 2019 than he was in 2018. He has to be better in 2019 than he was in 2018.

The bullpen was the so-called strength of the 2018 Yankees even if it seemed like one of the “A” relievers was having an off night every night. But that bullpen featured both Britton and Robertson and now it has only Britton, which means Robertson needs to be replaced. When you consider Britton isn’t that far removed from rupturing his Achilles, the inconsistent last season for Aroldis Chapman, the fact Dellin Betances can get out of whack at any second and the dramatic decline in strikeouts and performance from Chad Green from 2017 to 2018, without Robertson, the bullpen has the potential to be the biggest question mark on a team, which boasts a right-handed dominant lineup and a rotation full of injury history. Add in an inconsistent Jonathan Holder, the frustrating Tommy Kahnle, an inexperienced Stephen Tarpley and the possibility of everyone’s favorite Yankee Luis Cessa joining the bullpen , and there are going to be a lot of cocktails being made in the late innings in homes throughout the Tri-state area this season.

Britton was always part of the offseason bullpen plan and when Robertson signed with the Phillies, he became the offseason bullpen plan. But the Yankees can’t replace Britton and Robertson with just a one-year-older Britton. They need another elite reliever. They have to have another elite reliever.

***

My book The Next Yankees Era: My Transition from the Core Four to the Baby Bombers is now available as an ebook!

The book details my life as a Yankees fan, growing up watching Derek Jeter, Mariano Rivera, Andy Pettitte, Jorge Posada and Bernie Williams through my childhood and early adulthood and the shift to now watching Gary Sanchez, Luis Severino, Aaron Judge and others become the latest generation of Yankees baseball. It’s a journey through the 2017 postseason with flashbacks to games and moments from the Brian Cashman era.

Click here to purchase the book through Amazon as an ebook. You can read it on any Apple device by downloading the free Kindle app.