Former Yomiuri Giants ace and Boston Red Sox closer Koji Uehara announced his retirement Monday in Tokyo, bringing an end to an entertaining and dynamic career in which he became the first Japanese player to register 100 wins, saves and holds.

At a press conference in which the 44-year-old worked in vain to hold back tears, saying he came into the season knowing it would be his last. Three months after the start of camp and unable to get batters out on the farm despite feeling fit, Uehara said he wanted to call it quits sooner rather than later – when a retirement press conference might be a distraction during the pennant race.

Read a transcript of Uehara’s retirement press conference in Tokyo HERE.

Uehara burst on the scene in 1999, going 20-4 for the Giants after he turned down the Angels, who were said to have offered a deal worth $9 million – about seven times what an NPB team could officially offer an amateur.

In 2005, he told Japan’s Daily Yomiuri (now the Japan News) the Giants guaranteed he would start on the first team, while the Angels would only go as far as handing him a Double-A opening. Between that, not having to be deal with a language barrier and whatever the Giants were offering under the table, Uehara signed his future away to Yomiuri.

Within a few years, however, Uehara was pushing the Giants for an early exit so he could play in the majors.

“Nine years needed for free agency in Japan is truly a long time, but as an amateur, you don’t think about that,” he told the Daily Yomiuri.

When the Giants’ windbag owner Tsuneo Watanabe told the media that he would fire any player who asked to be posted, Uehara demanded to be posted. When Watanabe threatened to release any player with the temerity to send an agent to contract negotiations, Uehara sent his agent, only for the Giants to deny that Uehara’s representative was in fact an agent.

When Japanese players aquire the service time needed to file for free agency, NPB alerts the media, and reporters descend on them, only to hear, “We’re in the middle of the season. My only focus is on winning a championship.”

Not Uehara.

“I’m going to the majors,” he said during the middle of the 2008 season, a mediocre year that went downhill after he broke the taboo of talking about free agency during the season.

In 1999, he won the Central League’s rookie of the year award and winning the Sawamura Award as Nippon Professional Baseball’s most impressive starting pitcher.

At the end of the season, with the Giants out of the pennant race, Uehara made a meme of himself by protesting a Japanese baseball custom of not competing in order to assist a teammate’s pursuit of an individual title.

With Hideki Matsui pursuing the CL home run title, Uehara was ordered to walk Yakult Swallows slugger Roberton Petagine. Uehara, showed his bent for idealism and tears by crying on the mound, and his distaste for the order by kicking the dirt on the mound after Petagine trotted to first base.

The following year Uehara began suffering the first of a long series of leg injuries but bounced back to be one of the league’s top pitchers from 2002 to 2004. For two years after that Uehara battled more injuries and in 2007 was sent to the bullpen, where he was dynamite as the Giants despite constantly lobbying for a return to the rotation that his fitness wouldn’t justify.

He got a brief shot at starting in 2008 but failed badly, and chose the Baltimore Orioles the following season because they promised him a chance to start in 2009. Traded to the Texas Rangers in 2011, the following season, he was in a pitching staff with two former NPB strikeout leaders, Colby Lewis and Yu Darvish, as well as his high school teammate, Yoshinori Tateyama.

In high school, Tateyama had been the ace, while Uehara who had run track in junior high, was an outfielder, whose principle mound role came as a senior as a batting practice pitcher. He didn’t begin pitching in earnest until he entered university, where he went to earn a teaching credential.

Uehara’s stay with the Rangers, however, was brief. He was cut loose after a poor run of results at the end of the 2012 season and available to the Red Sox at a bargain price and finished seventh in the American League’s Cy Young Award voting.

After one last season in the majors with the Chicago Cubs in 2017, Uehara, at 42 with 95 MLB saves under his belt said he would retire rather than return to NPB, but in March he admitted that he was not ready to give up the life of a pro ballplayer and signed with Yomiuri.

He pitched in 36 games last year for the Giants, going 0-5 with 14 holds and no saves. Last October, he had surgery to clean out his left knee. The Giants released him and re-signed him for 2019 after he was declared fit.

Although he said he was fit all spring, he was ineffective. Through April, he toiled with the Giants’ minor leaguers. He struck out 10 batters in nine innings in the Eastern League but allowed four runs. At his retirement press conference on Monday, he said he’d come into the 2019 season knowing it would be his last. That knowledge, he said, hindered his search for the extra gear he might have had that would turn his year around.

“If you have a next year, then you work even harder,” he said. “This year I was going to compete for a full season, but I had already told myself I didn’t have any more next years. As one would expect, I found it very hard to keep my body and mind in sync.”