Trevor Wakefield is the son of former Boston Red Sox pitcher Tim Wakefield and his wife, Stacy Wakefield. He grew up with a close link to one of baseball’s best-known teams. Yet the Wakefield family’s story goes far beyond the game. His parents were known for helping children and families in need, and Trevor Wakefield has remained connected to that work.
In April 2024, he stood beside his sister, Brianna, at Fenway Park as the Red Sox honored their late parents. The tribute came after the siblings lost both parents within five months. It was a moving day for their family and for fans who had followed Tim’s career.
Trevor Wakefield has since taken part in fundraising at Fenway Park, carrying on a cause that meant a great deal to his father. His story brings together a famous baseball family, a shared loss, and an ongoing bond with the Boston community.
Who Is Trevor Wakefield?
Trevor Wakefield is the eldest child of Tim and Stacy Wakefield. His father played 19 seasons in Major League Baseball and became one of the best-known pitchers in Boston Red Sox history. His mother was active in charity work and helped support families facing serious illness.
Trevor Wakefield was born in 2004. He has one younger sister, Brianna, who was born in 2005. The two have appeared together at Red Sox events honoring their parents.
Unlike his father, Trevor has not built a public identity through professional sports. One of his most notable recent activities was helping raise funds for the Red Sox Foundation at Fenway Park in 2025.
Trevor Wakefield Quick Bio
| Detail | Information |
|---|---|
| Full name | Trevor Wakefield |
| Birth year | 2004 |
| Age in 2026 | 21 or 22, depending on birthday |
| Father | Tim Wakefield |
| Mother | Stacy Wakefield |
| Sister | Brianna Wakefield |
| Known for | Being Tim and Stacy Wakefield’s son |
| Family connection | Boston Red Sox |
| Notable public appearance | Red Sox Opening Day, April 9, 2024 |
| Reported charitable activity | Red Sox Foundation fundraising, 2025 |
Growing Up in a Boston Red Sox Family
Baseball was a major part of the Wakefield family’s life. Tim joined the Boston Red Sox in 1995 after starting his major league career with the Pittsburgh Pirates. He went on to pitch for Boston through the 2011 season.
His career was unusual. Most pitchers rely on fastballs and breaking balls that spin sharply. Tim became famous for throwing a knuckleball, a slow pitch with little spin. Its movement could be hard for batters and catchers to predict.
He helped the Red Sox win the World Series in 2004 and 2007. The first title was historic because Boston had not won the championship since 1918.
Trevor was born during that landmark 2004 season. He was still young when his father retired in 2012, but the family’s ties to the team lasted well beyond Tim’s final game. Those ties included former teammates, staff members, fans, and the charities that Tim and Stacy supported.
Tim Wakefield’s Career and His Place in Boston
To understand why Trevor’s family means so much to Red Sox fans, it helps to know what his father brought to the team. Tim was not a typical star pitcher. His knuckleball gave him a style that stood apart from many of baseball’s hardest throwers.
He won 200 major league games during his career. He was also willing to pitch in different roles, whether the team needed a starter or a reliever. His long run in Boston made him a familiar face to several generations of fans.
During the 2004 season, the Red Sox made history by coming back from a three-game deficit against the New York Yankees in the American League Championship Series. They went on to defeat the St. Louis Cardinals in the World Series.
Tim was part of that championship team. Three years later, he earned another World Series ring with Boston. For Trevor Wakefield, the Red Sox connection was more than his father’s job. The team remained involved in family milestones and continued to support the Wakefield children after their parents died.
Stacy Wakefield’s Role in the Family
Stacy Wakefield was much more than the wife of a famous baseball player. She worked closely with Tim on charitable efforts that reached children, hospital patients, and families across Massachusetts.
The couple married in November 2002 and raised Trevor and Brianna during Tim’s years with the Red Sox. Stacy was involved with the Jimmy Fund, which supports cancer care and research through Dana-Farber Cancer Institute. She also helped with activities connected to the Red Sox Foundation and Franciscan Children’s.
Her work was personal and hands-on. In February 2024, CBS Boston spoke with Lisa Scherber, a director of patient and family programs at the Jimmy Fund. Scherber recalled Stacy and Brianna visiting children at the clinic during Christmas week, even while Stacy was ill.
That visit showed how charity was part of the family’s life, not just something connected to baseball events. Their support for children in need became an important part of the legacy Trevor and Brianna inherited.
Losing Both Parents Within Five Months
The Wakefield family faced two painful losses in a short time. Tim Wakefield died on October 1, 2023, at age 57, after battling brain cancer. His death was felt across Major League Baseball, but it was especially hard for the Boston community where he had spent most of his career.
Stacy died on February 28, 2024, after battling pancreatic cancer. She was 53. The deaths came less than five months apart.
Trevor Wakefield and Brianna were young adults when they lost their parents. The siblings also became the focus of an outpouring of support from former Red Sox players and people who knew the family. The Wakefields had spent years helping others face difficult moments. Now many of the people they had worked with wanted to support their children.
The Emotional 2024 Fenway Park Tribute
April 9, 2024, was the Red Sox home opener against the Baltimore Orioles. It was also a reunion for players from Boston’s 2004 championship team. The event brought together former stars, including David Ortiz, Johnny Damon, and Jason Varitek.
But one of the day’s most meaningful moments belonged to Trevor and Brianna. The siblings joined the former players on the field during a ceremony that honored their parents. Brianna then threw the ceremonial first pitch to Varitek, who had been her father’s teammate and catcher.
Johnny Damon presented the 2004 World Series trophy to Brianna. She and Trevor held it together as the crowd watched. It was a rare moment when the children of a championship player stood at the center of the team’s celebration.
The trophy represented a famous season in Boston baseball. For the Wakefield family, it also marked a piece of their father’s life that they could share with people who had played beside him.
According to MLB’s coverage of the Wakefield family tribute, former Red Sox reliever Mike Timlin told the siblings that members of the 2004 team would remain there for them.
The ceremony showed that the bonds built during a baseball career can last long after players leave the field.
Trevor Wakefield and Brianna’s Bond With the Red Sox
The 2024 ceremony was not simply an event organized to honor a former athlete. It brought together people who had shared years of their lives with Tim Wakefield. Many of his teammates knew his family personally. They had celebrated the team’s greatest moments together and taken part in its work off the field.
That history mattered when the siblings returned to Fenway Park. Former players spoke about Tim and Stacy with warmth. They remembered their kindness, their support for others, and the time they gave to people who needed help.
Red Sox manager Alex Cora also spoke about the emotion of seeing Trevor and Brianna surrounded by the team. The ceremony gave fans a chance to celebrate the 2004 championship while recognizing the family behind one of its best-known players.
Continuing the Wakefield Family’s Charity Work
Trevor Wakefield was back at Fenway Park in 2025, this time taking part in fundraising. In a July 7, 2025, report for The Boston Globe, baseball writer Peter Abraham noted that Trevor Wakefield was selling 50/50 raffle tickets at the ballpark to support the Red Sox Foundation.
A 50/50 raffle raises money by selling tickets and dividing the proceeds between a winning ticket holder and the charitable cause. His role connected him directly to an organization that had been central to his parents’ work.
The Red Sox Foundation supports education, health, recreation, and youth development programs. Tim served as the foundation’s honorary chairman after his playing career.
Selling raffle tickets may be a small task compared with the attention given to a World Series title. Yet it raises funds that help the foundation continue its work. It is also one of the clearest examples of Trevor Wakefield taking part in the Red Sox community as an adult.
The Charitable Legacy of Tim and Stacy Wakefield
Tim and Stacy spent years supporting children and families, especially those facing health challenges. Their work reached several organizations in Boston and beyond.
One was the Jimmy Fund, which raises money for cancer treatment and research. Another was Franciscan Children’s, where Tim helped young patients enjoy visits to Fenway Park.
Tim also supported the Space Coast Early Intervention Center in his home area of Melbourne, Florida. The center served young children with special needs and their families.
According to the Red Sox Foundation’s tribute to Tim Wakefield, his annual charity golf events helped raise more than $10 million for the Florida center.
The foundation also recalled his work with Wakefield’s Warriors, a program that brought children dealing with illness to the ballpark. These efforts explain why the family remains important to people outside baseball.
The Wakefields helped make professional sports events accessible to children coping with serious health problems. They also raised funds for services that families relied on. That work continues to shape how the Red Sox remember the couple.
How the Wakefield Name Continues to Help Young Players
The Red Sox Foundation has also honored Tim and Stacy through youth baseball and softball. Its Wakefield Family Youth Baseball & Softball Volunteer of the Year Award recognizes people who give their time to help young players.
The program celebrates volunteers from the six New England states and a Challenger Little League. Challenger programs create opportunities for children with physical and intellectual challenges to take part in baseball.
The award focuses on people who help keep local sports running, from coaches and umpires to league organizers and other volunteers. In 2026, the foundation continued the program with seven volunteer awards.
This is another way the family’s name remains connected to service. Tim’s success came on a major league field, but the award honors those who help children take part in the game at a local level.
Another Trevor Wakefield Has a Different Life Story
There is an important distinction between Tim Wakefield’s son and another man who shares his name. A Trevor Wakefield from Hanover, Massachusetts, attended Providence College. He earned a degree in theology and Spanish in 2021 and entered the Dominican Order that year.
He later became known as Brother Roland Wakefield, O.P. Providence College has identified him publicly as Brother Roland (Trevor) Wakefield. The Dominican Friars also list his hometown as Hanover and confirm his education and religious formation.
This is a different person from Tim and Stacy Wakefield’s son. The timeline makes the distinction clear. The Providence College graduate completed his studies in 2021. Tim’s son was identified by MLB as 20 years old during the April 2024 ceremony.
The two stories concern different people and should not be combined. Trevor, the son of the former Red Sox pitcher, is known through his family ties, the Fenway tribute, and his reported work supporting the Red Sox Foundation.
Trevor Wakefield’s Life Today
Trevor’s most recent notable public activity in the reporting reviewed for this article was his 2025 fundraising work at Fenway Park. That involvement placed him back in the community where his father had spent so much of his professional life.
The connection is meaningful because the Red Sox Foundation was an important part of both his parents’ charitable efforts. His appearances with Brianna also show that the family remains part of Boston’s baseball history.
Trevor Wakefield’s story is not one of following his father into Major League Baseball. It is a story of remaining connected to a family, a city, and causes that were important long before the 2024 tribute.
The Wakefield Family’s Place in Boston
The Wakefield name continues to hold meaning in Boston for two reasons. The first is baseball. Tim’s long career, unusual pitching style, and role in two World Series victories made him a familiar figure.
The second is the family’s work away from the field. Tim and Stacy helped children who were sick, supported local programs, and brought attention to charities that needed funds.
Their children have since taken part in events that honor those efforts. When Trevor Wakefield and Brianna held the World Series trophy at Fenway Park, the scene connected these two parts of their parents’ lives. It celebrated a famous baseball season while recognizing the family and community ties that remained after Tim and Stacy were gone.
Final Thoughts
Trevor Wakefield is known as the son of Tim and Stacy Wakefield, but his story now has a place of its own in the family’s continuing connection to the Boston Red Sox.
The 2024 Fenway Park tribute brought him and Brianna together with their father’s former teammates during a difficult year. His reported fundraising role in 2025 offered another link to the charitable work his parents had supported.
The Wakefield family’s lasting impact can be seen in the people they helped, the players who still remember them, and the youth programs that carry their name.
For another story about family life and the legacy of a well-known parent, explore Owen Vanessa Elliot’s life and connection to Cass Elliot on Turquoise Moon Homes.
