Former Pirates, Red Sox knuckleballer Tim Wakefield dies at 57

BOSTON — Tim Wakefield, who became the knuckleballing workhorse of the Red Sox pitching staff who bounced back after giving up a season-ending home run to the Yankees in the 2003 playoffs to help Boston win its curse-busting World Series title the following year, has died. He was 57.

The Red Sox announced his death in a statement Sunday. Wakefield had brain cancer, according to ex-teammate Curt Schilling, who outed the illness on a podcast last week — drawing an outpouring of support for Wakefield. The Red Sox confirmed an illness at the time but did not elaborate, saying Wakefield had requested privacy.

Drafted by the Pittsburgh Pirates in 1988 as a first baseman who set home run records in college, Wakefield converted to a pitcher after mastering the knuckleball in the minor leagues. Relying on the old-timey pitch that had largely fallen into disuse, he went on to win 200 major-league games, including 186 with the Red Sox — behind only Cy Young and Roger Clemens in franchise history.

Wakefield spent 1992 and 1993 with the Pirates, going 8-1 as a rookie with a 2.15 ERA and helping the team to the playoffs. However, he was released after going going 6-11 with a 5.61 ERA in his second season, and he signed six days later with the Red Sox.

“All of us at the Pirates are saddened by the loss of Tim Wakefield,” the Pirates said in a statement. “… Off the field, Tim always devoted his time to make an impact on others within the Pittsburgh community. He was a great man who will be dearly missed. Our thoughts and prayers are with his family at this difficult time.”

Wakefield became a fan favorite for his role in the Red Sox-Yankees rivalry of the early 2000s.

After New York rallied to tie Game 7 of the ‘03 AL Championship Series, Wakefield came on in relief in the 11th inning and Aaron Boone hit his first pitch for a walk-off home run to end Boston’s season and extend a World Series drought that stretched back to 1918.

The following October, with the Red Sox season again at risk against the Yankees in the ALCS, Wakefield got nine outs in extra innings of Game 5, setting up David Ortiz to win it in the 14th. The Red Sox went on to complete their comeback from a three-games-to-none deficit and then sweep St. Louis in the World Series to claim their first championship in 86 years.

The Red Sox, and Wakefield, won it all again in 2007.

Our hearts are broken with the loss of Tim Wakefield.

Wake embodied true goodness; a devoted husband, father, and teammate, beloved broadcaster, and the ultimate community leader. He gave so much to the game and all of Red Sox Nation.

Our deepest love and thoughts are with… pic.twitter.com/ah5kV2Yt8j

— Red Sox (@RedSox) October 1, 2023

“There were some years there where I didn’t know if I was going to come back or not,” Wakefield said at his 2012 retirement news conference. “But I’m very grateful that I’ve been able to put this uniform on for such a long time, and win two World Series for this great city.”

Wakefield was 11-3 when he made his only All-Star Game in 2009, becoming the second-oldest player — to Satchel Paige — ever selected to his first All-Star Game. Wakefield was the oldest player in baseball at 45 when he earned his 200th win in September 2011, retiring his final six batters.

He announced his retirement the following spring training, seven wins short of breaking the franchise record for wins held by Clemens and Young.

“I’m still a competitor, but ultimately I think this is what’s best for the Red Sox,” he said at the time. “I think this is what’s best for my family. And to be honest with you, seven wins isn’t going to make me a different person or a better man. So, my family really needs me at home.”

An eighth-round Pittsburgh draft pick in 1988, Wakefield converted to a pitcher two years later in an effort to revive his chances of making the majors. He got his call-up midway through the 1992 season and went 8-1, finishing third in the NL Rookie of the Year voting.

We are saddened by the loss of Tim Wakefield.

Tim began his Major League career with the Pirates and was a part of our baseball family for six years. He made his debut in 1992 and was a key addition to the pitching staff that helped propel the team to its third consecutive… pic.twitter.com/171nTWEyhC

— Pittsburgh Pirates (@Pirates) October 1, 2023

He added two complete games in the NL playoffs — one in Game 6 to keep Pittsburgh alive. (He was voted the MVP of the Series late in Game 7, before the Atlanta Braves rallied to win on Francisco Cabrera’s single with two out in the bottom of the ninth.)

After joining the Red Sox, Wakefield again strung together a dominant run, starting 14-1 in 1995 before finishing the year at 16-8 with a 2.95 ERA. After 17 seasons with Boston, he retired as the franchise leader with 3,006 innings and 430 starts, and second in games and strikeouts.

In all, he was 200-180 with a 4.41 ERA.

Wakefield was also an eight-time nominee for the Roberto Clemente Award that goes to a ballplayer for exemplary sportsmanship and community involvement, winning it in 2010. After retiring, he became an analyst for Red Sox broadcasts and remained active in the team’s charities.

“Tim’s kindness and indomitable spirit were as legendary as his knuckleball,” Red Sox owner John Henry said. “He not only captivated us on the field but was the rare athlete whose legacy extended beyond the record books to the countless lives he touched with his warmth and genuine spirit. He had a remarkable ability to uplift, inspire, and connect with others in a way that showed us the true definition of greatness. He embodied the very best of what it means to be a member of the Boston Red Sox and his loss is felt deeply by all of us.”