95 days a Yankee: The chaos and confusion of José Canseco in pinstripes

Brian Cashman answered the phone. 

It was Friday 4 August 2000, a few days after a manic MLB non-waiver trade deadline, but the Yankees’ general manager was still active, searching for castoffs who could help his team win a third straight World Series.

The caller? Chuck LaMar, Cashman’s counterpart with the turgid Tampa Bay Devil Rays. The subject? José Canseco, baseball’s foremost cartoon, who had spent the previous year-and-a-half clogging up LaMar’s clunky roster as an albatross DH.

“You won the Canseco claim,” LaMar informed Cashman, referring to the convoluted waiver wire process, through which unwanted players are offered to other teams, in reverse-standings order, for a relative pittance. “Let me know when you want to work something out.” (1)

Cashman was not surprised. He claimed the 36-year-old Canseco as a mere technicality, to prevent the decrepit slugger from falling to Oakland, Seattle or the Chicago White Sox – the only teams with better records than the Yankees and thus sitting behind them in the waiver wire queue. Toronto and Boston lurked as potential destinations outside the waiver process, too, if Canseco cleared the circuit, so Cashman logged a claim when Canseco was waived on 3 August. (1)

The Yankees’ honcho figured Tampa would pull Canseco from waivers at that point, negating the possibility of a move elsewhere. It was a timeless charade – one of many unspoken mimes performed with a wink and nod between major league front offices. Cashman was a prodigious waiver wire hawk, wielding the Yankees’ unmatched fiscal capacity as a theoretical threat to kibosh deals around the league. Just a year earlier, in fact, the Yankees claimed Frank Thomas on waivers, only for the White Sox to pull him back, while the Canseco claim was one of 48 Cashman made following the 2000 trade deadline. (1)

The Yankees had no actual use for Canseco. The former MVP was a terrible defender who could barely run, a far cry from his peak as a 40-40 force. New York also had a logjam of similarly one-dimensional players, with David Justice, Glenallen Hill, Luis Polonia and Ryan Thompson vying for playing time at DH and in the outfield. Canseco was also a lousy pinch-hitter, hitting below .200 off the bench throughout his career, and his penchant for courting controversy seemed hardly worth the fuss.

However, Canseco had been long revered – or, perhaps more accurately, feared – within Yankee circles. George Steinbrenner, the team’s garrulous owner, had a fetish for such larger-than-life superstars, and The Boss regularly badgered Cashman about putting the matinee idol in pinstripes. As late as May 2000, indeed, the Yankees inquired about trading for Canseco, but pivoted to Justice and Hill instead. (2) (3)

Canseco also pummelled the Yankees whenever he faced them, with 35 career homers against the Bronx Bombers to that point. Canseco clobbered left-handed pitching in particular, and with a rotation featuring southpaws Andy Pettitte and Denny Neagle, Cashman was eager to avoid facing him down the stretch. Hence the procedural waiver claim.

Back in Tampa, though, LaMar was done with Canseco. Buried in last place, way below .500, the Devil Rays had no shot at the playoffs, and the cost-conscious franchise saw an opportunity to save $900,000 remaining on Canseco’s superfluous contract. Laughably, that deal included a stipulation that, if he ever made the Hall of Fame, Canseco would wear a Devil Rays’ cap on his Cooperstown plaque. Persistent rumours of steroid abuse made such a fate unlikely, while recurring injuries made it farcical. Canseco’s act had grown stale in Tampa Bay, and LaMar wanted him out. (4) (5)

In that Friday call with Cashman, then, LaMar made his intentions clear: the Devil Rays were done with Canseco, and as per waiver rules, the Yankees had 48 hours to offer something in return before the player and his remaining contract were foisted upon them for a nominal $20,000 fee. (5) Cashman was taken aback, thinking Tampa would engage in the usual waiver charade. In fact, when LaMar called again on Saturday and Sunday, Cashman refused to work out a trade, testing whether Tampa would really give up Canseco without receiving a player in return. (1)

Finally, on 7 August, 25 years ago today, LaMar called Cashman’s bluff and dumped Canseco on the Yankees when the 48-hour waiver window elapsed without agreement. For a grand total of $920,000, then, the Yankees received seven weeks – plus any subsequent playoffs – of service from baseball’s most polarising enigma. Just when they no longer wanted him, José Canseco was theirs. (5) 

Internally, Yankee functionaries scrambled to make sense of the saga, taking their lead from a confused Cashman. “I think they got caught in something they didn’t think about,” Steinbrenner said of his executives. “But I’m behind my people, and I’m totally supportive of what they did. I’m happy the man is coming here, and I’m hoping he does the job for me.” (1) 

By contrast, in the Yankee Stadium dugout before an afternoon game against Seattle, field manager Joe Torre left little to the imagination. “I’m stunned,” the veteran skipper told reporters. “I don’t get surprised too often, but I was surprised. Hopefully he will help us win a game. My job is to manage the players who are in uniform. I have no opinion of the move. I know what he is capable of. There’s no doubt that he’s a threat, but this was a surprise.” (6)

Pressed on where and when he would use Canseco, Torre was candid. “I don’t know,” he said, to the bemusement of assembled media members. Canseco shared that assessment upon arrival, telling writers, “I don’t know how I’m going to fit in. I really don’t know what they want me to do. I don’t know my role yet.” (6) (7)

Behind the scenes, Torre called Canseco, Polonia and Hill into his office and asked for their patience. Thompson was designated for assignment to open a roster spot for Canseco, who also vied for playing time off the bench with Justice, Luis Sojo and José Vizcaíno. “José, you’re not really going to play,” Torre told Canseco, per the player’s reminiscence. “I’ll try to get you in, but you’re not really here to play.” (7) (8) (9)

Canseco was unaccustomed to such a role. Throughout his 16-year big league career, he had been an everyday player – a superstar, indeed, for the first nine years with Oakland, and a reliable contributor thereafter in Texas, Boston and Toronto. Upon being fitted for pinstripes, in fact, Canseco was a six-time All-Star with MVP and Rookie of the Year honours, plus four Silver Slugger awards, two home run titles, and a 1989 World Series ring. Remarkably, the mighty New York Yankees had never acquired a player with more home runs than Canseco’s 440, but the guy who sat 24^th on the all-time dinger list would also sit on Torre’s bench for long stretches. Few teams could afford the luxury of such a potent reserve. (10)

Though born in Havana, Cuba, and raised in Miami, Canseco actually grew up a Yankee fan and always dreamed of donning the pinstripes. Dave Winfield and Reggie Jackson were his early idols, but Canseco was drafted by the Athletics as a 15^th round choice in 1982. Aided by performance-enhancing drugs (PEDs), Canseco morphed into a juggernaut – one half of the heralded Bash Brothers, alongside Mark McGwire, who hauled Oakland to renewed glory with big muscles and bigger home runs. (11)

Time had not been kind to Canseco, though, and his consistency deteriorated throughout the 1990s under the weight of a playboy lifestyle – an inevitable decline symbolised by guns, models and myriad speeding tickets. And so, as baseball’s most volatile heretic met its loudest, most scrutinised market, Torre and co. tiptoed around a landmine. They just tried to get through the day without an explosion. (12) 

On 8 August 2000, Canseco was used as a seventh-inning pinch-hitter in a game against Oakland – fittingly. Wearing his patented number 33, Canseco flew out with the bases loaded but received a nice reception from the Yankee Stadium crowd. He had long been ridiculed by the notorious bleacher creatures, who launched steroid-related epithets – and actual inanimate objects – at the antagonising adonis. Once, after Canseco skipped batting practice for an infamous Manhattan romp with Madonna, Yankee fans even threw a blow-up doll with a blonde wig onto the field. As such, Canseco was understandably relieved by his welcome as a hometown player. “It was a very positive reaction,” he said. “Hopefully next time I get in, I’ll produce.” (13) (14) (15) (16)

And produce he did, two days later, as a Yankee starter. Following a sacrifice fly in the second, Canseco smacked a prodigious solo home run off Oakland starter Mark Mulder in the fourth. A hulking figure at the plate, twirling the bat like a toothpick, Canseco adopted an awkward stance, akin to a beer league softball masher. With comically skinny legs supporting a ridiculously jacked frame, like a refrigerator balancing on a barstool, Canseco recalled Fred Flintstone playing against the Sandstone Sluggers. But when Mulder’s pitch fell flat into his wheelhouse, Canseco persecuted the baseball, which struck the upper deck in left field – rarefied Yankee Stadium territory – before landing like a missile among stupefied spectators. Canseco added another RBI an inning later, introducing the Yankees to his cartoonish cult.

Canseco actually started six straight games, including the jaw-dropping outburst against Mulder and the Athletics, as Torre rode the hot hand. A further Canseco blast came on 12 August, in Anaheim against the Angels, before his playing time gradually tapered off. Contrary to perceptions of a chaotic hell-raiser, though, Canseco assumed a veteran leadership role on a no-nonsense club, and rarely spoke out about a tough situation.

Unavoidably, however, Canseco’s tainted reputation as a PED kingpin added a darker dynamic to a primal Yankee clubhouse. Most controversially, Canseco began working out with Pettitte and Roger Clemens, with whom he became teammates for a third time. Both pitchers later becoming embroiled in PED scandals, and though unproven, rumours of Canseco’s nefarious influence preoccupied insiders. (17) 

Indeed, as detailed by Jeff Pearlman in The Rocket That Fell to Earth, a 2009 Clemens biography, Canseco was viewed as Roger’s ‘steroid guru,’ having previously counselled the legendary pitcher on juicing techniques in Boston. Per Pearlman, Clemens and Canseco regularly conversed about Deca-Durabolin and Winstrol, PEDs of choice, while Roger later canvassed Blue Jays executives to sign José. Brian McNamee, a Toronto strength and conditioning coach, regularly injected Clemens with substances recommended by Canseco, according to Pearlman. And McNamee moved to the Yankees when Clemens was traded there in 1999. (17)

All told, nine members of the 2000 Yankees – Canseco, Clemens, Pettitte, Justice, Hill, Neagle, Chuck Knoblauch, Mike Stanton and Jason Grimsley – were later named in the Mitchell Report into PEDs in baseball. A tenth, Jim Leyritz, subsequently admitted using PEDs and amphetamines, as well. And though some – including Pettitte, Hill and Stanton – were linked to offences after 2000, their sharing of a locker room at least warrants contemplation about an alleged steroid conspiracy. Throw in Polonia, once jailed for having sex with a 15-year-old girl, and Dwight Gooden, a cocaine addict, and those 2000 Yankees were a cocktail of sin. In that regard, at least, Canseco seemed right at home. (18) (19)

To wit, rolling right along, José homered twice on a west coast road trip – first in Oakland, then in Seattle – before launching his most prodigious Yankee bomb yet on 9 September against the Red Sox at Fenway Park. In the ninth inning of a tense contest, Boston knuckleballer Tim Wakefield tossed a flat butterfly towards Canseco, who crushed it high over everything onto Lansdowne Street. One attendee even wondered if the ball carried to the Mass. Turnpike beyond the famous left field wall, while Canseco’s teammates were left agog in the dugout. (20) 

Canseco added another homer on 12 September – his second and last as a home player at Yankee Stadium – but Torre still struggled to find regular playing time for the colossus. In the box, Canseco still had tremendous bat speed, perhaps attributable to those quick twitch muscle fibres honed by PEDs. But in the outfield, Canseco was an adventure, best illustrated by a 17 September game against Cleveland, in which he dropped a pop fly and made another rudimentary error in a 15-4 defeat.

Similarly sluggish, the 2000 Yankees lost 15 of their last 18 games to finish with an underwhelming 87-74 record. New York still managed to win the American League East, however, as Boston and Toronto failed to capitalise. Oakland was subsequently dispatched in the first playoff round, and though Canseco went unused, his presence on the Yankees’ bench, rather than in the Athletics’ lineup, vindicated Cashman’s gamble.

Remarkably, Torre did not even have Canseco’s correct cell phone number deep into October – a sign of his apparent redundancy. The skipper discovered as much when he tried to contact Canseco to tell him he had been cut from the ALCS roster entirely. “I figured this would happen,” Canseco told reporters. “I’m probably one of the worst pinch-hitters anyone has ever seen.” (21)

Without Canseco, the Yankees beat Seattle in six games to win their third straight pennant. The crosstown Mets awaited in a much-hyped World Series, and Cashman added Canseco to the roster, hoping to stash a secret weapon on the bench. Ultimately, though, Canseco received just one pinch-hit opportunity in the Fall Classic, and he struck out after 24 days without seeing big league pitching. The Yankees famously won the Subway Series in five games, but Canseco jogged slowly behind the joyous scrum following the final out – seemingly embarrassed to have gate-crashed history.  

“I never felt like I was part of the Yankees,” Canseco wrote later. “When they won the World Series, I kind of hid in the room. What was I going to do, celebrate? I didn’t help them win anything. I wasn’t even on the roster for the divisional series, for God’s sake. I felt completely out of place. I just let them celebrate.” (8)

To that end, just 15 days after securing the feted three-peat, and 95 days after begrudgingly giving him a uniform, the Yankees declined a $4 million option in Canseco’s contract and paid him $500,000 to go away. “It was the worst time of my life,” Canseco told the Orange County Register of his Yankee tenure. “To be healthy and not playing was eating me up inside.” (22)

For his part, Cashman praised Canseco, while acknowledging the difficult circumstances. “I appreciate how much class he showed in handling it,” said the Yankee GM. “There have always been rumblings around baseball about who José Canseco is, but he showed me a lot in how he conducted business in the short time he was here.” (22)

In total, Canseco appeared in 37 regular season games for the Yankees – a .243 batting average offset by six homers and 19 RBI. Among 604 players to log at least 130 plate appearances in pinstripes, Canseco’s .365 on-base-percentage ranks 90^th – ahead of legends named Maris, Mattingly and Canó. Sure, the sample size is laughably small, but such statistics highlight Canseco as a reasonably productive Yankee within context. He was far from a lifeless stiff.

Indeed, regardless of how small his cameo was, Canseco joined the sacred pantheon of ballplayers to win a World Series ring with the New York Yankees. Featuring the interlocking NY, encrusted with 22 diamonds and weighing 34.5 grams, that gold rock would be cherished by most recipients, but Canseco later sold his online for $40,000 amid reports he owed $32,000 in taxes. A California collector bought the ring from Canseco, who also auctioned his 1989 signet for $18,554, along with a horde of other memorabilia, as tough times enveloped him. (23) (24)

Dumped by the Yankees, Canseco signed with the Angels but was cut after 39 spring training at-bats. After spending a half-season with the minor league Newark Bears, Canseco caught on with the White Sox when Thomas sustained an injury. As such, on 3 October 2001, Canseco hit his final major league home run – number 462 of a whirlwind career – against the Yankees, in the Bronx, to those old familiar jeers. He desperately tried to find a gig to chase 500 homers, but brief experiments with the Expos and Dodgers fizzled out, ending his big league journey. (25)

In need of cash, and feeling slighted by perceived collusion to keep him out of the majors, Canseco published an incendiary memoir – Juiced: Wild Times, Rampant ‘Roids, Smash Hits & How Baseball Got Big – in February 2005. The self-confessed ‘godfather of steroids,’ Canseco made explosive claims about PED usage throughout the sport, even estimating that 85% of major leaguers took steroids. (8)

In addition to admitting his own PED abuse, Canseco cited McGwire, Rafael Palmeiro, Jason Giambi, Iván Rodríguez and Juan González as doping cheats. And while many disputed Canseco’s claims, or disregarded them as hyperbolic, his insights catalysed a wider scandal that resulted in the Mitchell Report, spinoff investigations, and grand jury testimonies that implicated Clemens, Barry Bonds, Sammy Sosa, Gary Sheffield, and other stars. (8) (18)

Ever a magnet for controversy, Canseco doubled down on his whistleblower fantasy in 2007 by pinpointing Álex Rodríguez and Albert Belle as alleged steroid abusers in a Juiced sequel. The jilted star’s credibility continued to wane, however, as two divorces cost Canseco almost $20 million and his Encino, California mansion. (25) 

Post-retirement, indeed, Canseco’s life became a tapestry of outlandish scandal – from detention by immigration officials while smuggling fertility drugs from Mexico to persistent steroid addiction; a stunt MMA fight against a 7-foot-2 giant in Japan; and a hallucinogenic appearance on Donald Trump’s Celebrity Apprentice alongside Meat Loaf and Gary Busey. (25) (26)

Awkwardly, Canseco continued to play professional baseball for a string of independent teams – from the San Diego Surf Dawgs and the Long Beach Armada to the Yuma Scorpions, the Quintana Roo Tigres of Mexico, and the Rio Grande Valley WhiteWings. Canseco filed for bankruptcy protection in 2012, citing less than $21,000 in assets against $2.2 million in debt, and any team that would give him money – the Worcester Tornadoes, the Fort Worth Cats, the Pittsburgh Diamonds, the Normal CornBelters – managed to have a former MVP mercenary suit up for them. (25) (27) 

After shooting off his own finger in 2014, Canseco opened a Las Vegas car wash in 2019, only for that to be sold, too, amid financial difficulty. Nowadays, Canseco can typically be found spewing unhinged takes on X. A few months ago, for instance, a 60-year-old Canseco challenged current Yankee captain Aaron Judge to a $250,000 home run contest. The fact that Judge did not bother to reply, and that $250,000 is irrelevant pocket change to a guy with a $360 million contract, spoke to Canseco’s cringey, out-of-touch desperation. Many fans now regard him with pity more than disdain – a sad outcome for an important figure in the game’s history. (28) (29) (30)

All that said, there remains a morbid fascination to the extraordinary exploits of José Canseco. Everything he does seems to have train-wreck potential, but the guy is captivating. For that reason, among others, it would be interesting – albeit controversial – to see Canseco cavort in Yankee circles once more. Old Timer’s Day is this Saturday, and the Yankees are celebrating that 2000 championship team a quarter-century later. Canseco is not scheduled to attend, and it is unclear if he was even invited, but if anyone could still crush an exhibition homer into the right field porch aged 61, it is José. People would wince and whinge, but they would certainly watch. And that was always the José Canseco promise. For better or for worse.

Sources

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