Trevor Wakefield is the eldest child of late Boston Red Sox legend Tim Wakefield and his wife Stacy Wakefield. Born in the early 2000s, Trevor has become known not for following his father’s baseball career, but for choosing a remarkable path of faith and service with the Dominican Order. After losing both parents to cancer within five months in 2023-2024, his journey represents extraordinary resilience and commitment to purpose over fame.
Unlike many children of sports celebrities, Trevor quietly dedicated himself to religious formation, graduating from Providence College in 2021 with degrees in theology and Spanish before entering the Dominican novitiate in August 2021. His story has inspired countless people who admire his strength in the face of unimaginable loss.
Early Life: Growing Up as Tim Wakefield’s Son
The Wakefield Family Background
Trevor Wakefield grew up in Melbourne, Florida, and later spent time in Massachusetts. His father, Tim Wakefield, was a beloved Red Sox knuckleball pitcher who spent 17 seasons with Boston, winning two World Series championships in 2004 and 2007. Tim ranks third in career wins in Red Sox franchise history with 186 victories and holds the franchise record for most innings pitched at 3,006.
His mother, Stacy Wakefield, was equally dedicated to philanthropy and community service. Together, Tim and Stacy raised over $10 million through charitable work, regularly visited the Jimmy Fund Clinic during Christmas, and supported numerous causes through the Red Sox Foundation.
Trevor and Brianna: A Close Sibling Bond
Trevor’s younger sister, Brianna Grace Wakefield, was born in 2005. The siblings developed an exceptionally close relationship that would prove crucial when they faced the devastating loss of both parents. Brianna is more active on social media than Trevor, often sharing moments with friends and family on Instagram.
Family Values That Shaped Trevor
Growing up in the Wakefield household meant learning values of humility, service, and putting others first. Tim was known for holding doors, listening more than speaking, and always prioritizing family. Stacy put everyone else’s happiness first and maintained her volunteer work even while battling cancer. These values profoundly shaped Trevor’s worldview and his eventual decision to pursue religious life.
Trevor Wakefield’s Education at Providence College
Why Providence College?
Trevor Wakefield enrolled at Providence College in Rhode Island, choosing to pursue an unconventional double major in theology and Spanish. The college, operated by the Order of Preachers, provided an environment where academic excellence merged with deep spiritual formation.
Remarkably, Trevor became one of only two theology majors in his entire graduating class of 2021. This demonstrated his willingness to pursue his passions regardless of conventional career paths or financial expectations.
Service and Leadership on Campus
During his time at the college, Trevor distinguished himself through multiple service initiatives that reflected his commitment to helping others.
English as a Second Language (ESL) Program: Trevor tutored Sodexo employees at Raymond Dining Hall, many of whom spoke Spanish as their first language. He formed genuine relationships with these workers, describing it as ministry rather than volunteer service. Trevor expressed that he really enjoyed this ministry because it allowed him to form real relationships and connections with the workers.
Friar Food Rescue: Trevor participated in this program that donated leftover food from the campus dining hall to local homeless shelters, demonstrating practical compassion for those experiencing homelessness.
Campus Ministry Involvement: Trevor served as an altar server at the 10 p.m. Mass at St. Pius V Church in Providence. He loved being able to worship alongside fellow students who shared his faith commitment.
Resident Assistant (RA): Trevor worked in the Office of Residence Life as an RA, helping to build community and serve fellow students on campus. He described this work as a great way to get involved, meet new people, and serve the community.
Club Tennis and Intramurals: Trevor also participated in recreational activities, winning an intramural shirt with his friends.
Faith Community at Providence College
Trevor spoke about his favorite aspects of the college being the sense of community and faith life. He loved walking around campus and seeing the friars hanging out with students, and he cherished being able to altar serve at Mass with so many students who were happy to worship together.
Trevor Wakefield Argentina Service Experience: Father Smith Fellowship
The 2019 Argentina Mission Trip
During the summer of 2019, Trevor Wakefield traveled to San Miguel de Tucumán, Argentina, for six weeks as part of the Father Smith Fellowship program. This experience would significantly deepen his commitment to service and help him discern his future vocation.
The fellowship’s purpose was to serve a religious community while becoming fully immersed in their life and culture. Trevor and his fellow participant assisted English teachers at Colegio Santa Rosa, a school run by religious sisters.
Transformative Cultural Immersion
Trevor’s time in Tucumán provided profound experiences that shaped his understanding of sustained service. He described visiting a semi-indigenous community 8,000 feet up in the Andes Mountains as particularly impactful. Despite freezing temperatures, he spent time talking with community members, learning about their daily lives and challenges.
Trevor reflected on how this extended service trip differed from shorter mission trips. He mentioned that he had been on a few mission trips before, but nothing like doing six weeks of service. It’s easy to ride the week-long high of a mission trip, but when you’re there for more than a month, things get into a rhythm and you get a sense of what things are like on a day-to-day basis.
The experience allowed Trevor to immerse himself in Argentine culture in ways he never had before, deepening both his Spanish language skills and his understanding of how faith communities operate in different cultural contexts. He talked with Elvio, their taxi driver throughout the trip, and learned extensively about Spanish and Argentinian culture.
Trevor Wakefield’s Dominican Vocation
Discovering the Order of Preachers
Trevor Wakefield’s journey toward religious life began during his undergraduate years. While he had considered priesthood since childhood and was familiar with the Jesuit tradition from attending Boston College High School where he served as a campus minister, it was the religious community at his college that truly resonated with him.
His home parish of St. Mary’s in Hanover, Massachusetts had always been very active, so Trevor grew up considering the possibility of becoming a secular priest. However, encountering the friars at college changed his perspective.
The Character of St. Dominic
The character of St. Dominic himself drew Trevor to the religious order. After his spiritual director, Father Michael Weibley, O.P., recommended a biography of St. Dominic (written by Friar Father Bede Jarrett in 1924), Trevor felt instantly inspired. Father Weibley explained that his energy and compassion almost made St. Dominic feel like a new, unexpected father figure for Trevor.
Trevor recounted that for many of them, it was the character of St. Dominic himself that attracted them to his Order of Preachers.
Entering Religious Formation
In May 2021, Trevor Wakefield graduated from Providence College with his B.A. in theology and Spanish. Rather than pursuing a conventional career path, he made the extraordinary decision to exchange his graduation gown for the habit of the religious order.
In August 2021, Trevor began his novitiate year at St. Gertrude’s Parish in Cincinnati, Ohio. This marked the first formal stage of religious formation in the order.
What Is the Novitiate Year?
Trevor explained that the novitiate focuses primarily on spiritual formation rather than academic study. Novices spend their time praying the Liturgy of the Hours, the Rosary, and generally getting used to monastic living. This year provides an opportunity to familiarize oneself with living in a spiritual community and discerning whether this life is truly one’s calling.
Following the novitiate year, those who continue in formation move to the House of Studies in Washington, D.C., where intensive intellectual formation takes place, preparing members for the order’s mission of preaching and teaching.
Support from the Community
Father Michael Weibley, O.P., who served as associate chaplain and professor at the college, played a particularly significant role in Trevor’s discernment. Father Weibley helped Trevor understand the potential for good that every friar possesses and supported him throughout his vocational journey.
Trevor expressed gratitude for the support he received from his parents, friends, and the entire college community as he embarked on this path. This network of support helped motivate him and keep him moving forward during his discernment process.
The Heartbreaking Loss of Both Parents
Tim Wakefield’s Brain Cancer and Death
In late 2023, devastating news broke that Tim Wakefield had been diagnosed with aggressive brain cancer. The revelation came after Curt Schilling controversially disclosed the diagnosis publicly before the family was ready.
On October 1, 2023, Tim Wakefield passed away at the age of 57. He had suffered a seizure following brain cancer surgery. The baseball world mourned deeply, with tributes pouring in from across the country. Condolences arrived from teammates, fans, and baseball figures who had been touched by Tim’s generosity and kindness both on and off the field.
For Trevor and Brianna, this wasn’t just the loss of a famous father, it was the loss of their dad, their mentor, and their compass.
Stacy Wakefield’s Pancreatic Cancer Battle
While Tim was battling brain cancer, Stacy Wakefield was simultaneously fighting her own battle with pancreatic cancer. The family faced unimaginable challenges as both parents underwent serious health treatments at the same time.
Stacy approached her illness with characteristic grace, continuing to volunteer with pediatric cancer foundations and making quiet hospital visits even while undergoing her own treatment. Her commitment to serving others never wavered, even in the face of her own mortality.
The Devastating Loss Five Months Later
On February 28, 2024, just five months after losing their father, Trevor and Brianna Wakefield experienced the unthinkable—their mother, Stacy, passed away at age 53 from pancreatic cancer. She was surrounded by family, dear friends, caretakers, and nurses at her home in Massachusetts.
This layered, abrupt grief could have broken anyone. To lose both parents within such a short timeframe, while still in their early twenties, represented a tragedy of extraordinary proportions. The family statement expressed the unimaginable loss, particularly painful coming so soon after Tim’s death.
Trevor and Brianna at Fenway Park 2024 Opening Day
The 2004 World Series Championship 20th Anniversary
On April 9, 2024, the Boston Red Sox held their home opener at Fenway Park, commemorating the 20th anniversary of the historic 2004 World Series championship team. The date 4/9 coincidentally matched Tim Wakefield’s jersey number 49. This celebration took on profound emotional significance as it also served as a tribute to Tim and Stacy Wakefield, along with former Red Sox president Larry Lucchino, who had passed away on April 2, 2024.
The pregame ceremony was carefully designed to honor the Wakefields. The Red Sox organization understood the weight of this moment—the first baseball game at Fenway Park since the deaths of Tim and Stacy.
Trevor and Brianna’s Powerful Moment
Trevor Wakefield and his sister Brianna participated in the deeply emotional ceremony. Both wore their father’s No. 49 jersey as they walked out from behind a banner draped over the Green Monster, leading members of the 2004 championship team to the mound.
Brianna threw out the ceremonial first pitch to Jason Varitek, her father’s close friend and former teammate who had caught many of Tim’s pitches during their playing days. Varitek later said postgame that he doesn’t think Brianna would have given anybody else a choice about who would catch.
After Brianna’s pitch, the siblings held the 2004 World Series championship trophy together and raised it high above their heads. The Fenway Faithful responded with a long, thunderous standing ovation. This moment required no speeches or theatrics—just reverence, grief, and grace.
Former Red Sox outfielder Johnny Damon handed Brianna the trophy, saying he thought it was fitting for her to walk off the field carrying the symbol of her father’s greatest achievement.
Support from the Red Sox Family
Former Red Sox teammates rallied around Trevor and Brianna during this difficult time. Pedro Martinez, Johnny Damon, Jason Varitek, Trot Nixon, Mike Timlin, Orlando Cabrera, and others made it clear that the Wakefield children could count on them as family.
Johnny Damon emphasized that those kids are going through a lot and they know that they have a lot of family, the team that we had in 2004. They can always count on them. He joked that especially if Brianna ever gets a boyfriend, she’s got to check with all of her uncles, because they’re family out there.
Jason Varitek called it a beautiful moment from the fans and for their family, admitting he couldn’t really put it into words. Red Sox manager Alex Cora noted that to see the kids coming in from the outfield with everybody around them kind of tells you who Wake was, and Stacy.
In an emotional private ceremony that happened earlier in the day, former Red Sox reliever Mike Timlin told Trevor and Brianna they will always have support from the 40 or so honorary uncles who teamed with their father on that 2004 team.
Tributes and Commemorations
The 2024 Red Sox wore Wakefield’s number 49 as a commemorative patch on their jersey sleeves throughout the season. Fans walking into the ballpark received a commemorative “49” pin plus a magnetized schedule and red socks. Both of the light stanchions rooted atop the Green Monster paid tribute—one featured Wakefield’s “49” jersey number against a blue heart background.
Trevor Wakefield’s Quiet Strength and Resilience
Choosing Purpose Over Fame
Trevor Wakefield’s response to unimaginable tragedy reveals remarkable maturity and inner strength. Rather than succumbing to bitterness or withdrawing from life, Trevor has continued on his path of religious formation with the order.
His decision to pursue a religious vocation rather than capitalize on his famous last name or seek the spotlight demonstrates a commitment to purpose over fame. Trevor understands that meaning comes from serving others and living according to deeply held values, not from public recognition.
Finding Refuge in the Religious Community
During the darkest days following his parents’ deaths, Trevor found refuge among his brothers at St. Gertrude’s Priory and within the broader college community. These men who understood loss, prayer, and commitment became crucial supports during Trevor’s grief.
The structure of religious life—with its rhythms of prayer, community, and service, provided stability during an unstable time. The brothers’ companionship offered Trevor a space to grieve while continuing to move forward in his vocational journey.
Private Life and Limited Public Presence
Unlike his sister Brianna, who maintains a more active social media presence on Instagram, Trevor Wakefield has largely stayed out of the public eye. Trevor has an Instagram account but hasn’t posted anything. This privacy reflects both his personality and the contemplative nature of religious life.
Trevor’s focus remains on his spiritual formation and discernment rather than maintaining a public profile. This choice honors his commitment to a way of life that emphasizes depth over visibility and substance over image.
Trevor Wakefield’s Current Path
Religious Formation Journey
As of the most recently available information, Trevor Wakefield continues his formation with the religious order. After completing his novitiate year in 2021-2022, he would have moved on to further stages of religious formation, which typically include philosophical and theological studies at the House of Studies in Washington, D.C.
The path to ordination typically takes seven to nine years from entrance to priesthood. This extended formation period includes the novitiate, temporary profession of vows, philosophical studies, theological studies, and pastoral formation.
Possible Future Directions
Trevor’s future within the order could take several directions. He may become an ordained priest, serving in parish ministry, campus ministry at a college or university, or teaching theology. Alternatively, he might serve as a brother in educational, social justice, or other ministerial capacities.
Given his academic background in theology and Spanish, Trevor is well-positioned to serve Spanish-speaking communities or to teach at a college or university. His service experience in Argentina also suggests potential for international ministry work.
Trevor had mentioned after his Argentina trip that after graduation, he hoped to pursue ministry-based work either in a high school or college setting, or within the Church—a vision that his formation is helping him realize.
The Wakefield Family Legacy
Tim Wakefield’s Baseball Legacy
Tim Wakefield’s career statistics are impressive: 186 wins with the Red Sox (third all-time), 3,006 innings pitched at Fenway Park (most in franchise history), two World Series championships (2004 and 2007), and an All-Star selection in 2009. He won his 200th career game on September 13, 2011. At the time of his retirement in 2012, Wakefield was the oldest active player in the major leagues.
Tim was nominated eight times for the Roberto Clemente Award, winning it in 2010 for his commitment to the team and community. He was inducted into the Red Sox Hall of Fame in 2016.
Tim and Stacy’s Philanthropic Work
Tim Wakefield was the honorary chairman of the Red Sox Foundation and spent 29 years in the Red Sox organization as a player, special assistant, and broadcaster for NESN. He and Stacy raised money for multiple charities, including The Jimmy Fund, Franciscan Children’s Hospital, and the Space Coast Early Intervention Center.
The couple regularly visited the Jimmy Fund Clinic during Christmas to bring joy to young cancer patients. Tim’s celebrity golf tournaments alone raised over $10 million for charity.
Continuing the Legacy
Both Trevor and Brianna Wakefield have committed to continuing their parents’ legacy of charitable work and community service. Trevor actively supports the same causes championed by his parents, including the Red Sox Foundation and The Jimmy Fund, demonstrating his deep commitment to causes that matter to him and his family.
The Wakefield children’s dedication to service honors their parents’ values while creating their own paths of meaningful contribution.
The Florida Mansion Sale
In November 2024, Tim Wakefield’s 6,242-square-foot waterfront property on Indian Harbour Beach in Florida was put on the market. The mansion was sold in January 2025 for $3.8 million, signaling the closing of a chapter tied to the family’s private life.
Lessons from Trevor Wakefield’s Journey
The Power of Faith and Community
Trevor’s story illustrates the crucial role that faith communities can play in supporting individuals through life’s challenges. The religious community at his college and St. Gertrude’s Priory provided Trevor with both spiritual guidance and practical support during his darkest times.
Service as a Path to Meaning
From his ESL tutoring to his Argentina service trip to his religious formation, Trevor has consistently chosen service to others as the organizing principle of his life. This commitment reflects a deep understanding that meaning comes through giving rather than receiving.
Choosing Authenticity Over Expectations
Despite being the son of a famous athlete, Trevor chose to pursue his own authentic path rather than following in his father’s footsteps or seeking to capitalize on his famous name. When asked what advice he might give to a college student, Trevor said not to be afraid to do something you love. He mentioned being one of two theology majors in his entire class, but it’s something that he loved to study. Even if it’s maybe not an area of focus that is popular or will bring in a lot of money, if it’s something that you love, then those other things will matter a lot less.
Resilience Through Purpose
Trevor’s ability to continue moving forward after losing both parents demonstrates how having a clear sense of purpose can provide resilience during life’s most difficult seasons. His vocational commitment gave him a framework for processing grief while continuing to grow.
Frequently Asked Questions About Trevor Wakefield
Who is Trevor Wakefield?
Trevor Wakefield is the eldest son of late Boston Red Sox pitcher Tim Wakefield and his wife Stacy. Born in the early 2000s, Trevor graduated from Providence College in 2021 with degrees in theology and Spanish and entered religious formation with the Order of Preachers in August 2021.
How old is Trevor Wakefield?
Trevor Wakefield was born in the early 2000s, making him in his early twenties as of the most recent information available.
Did Trevor Wakefield play baseball?
No, unlike his father, Trevor Wakefield did not pursue a baseball career. Instead, he chose a path of religious service with the Order of Preachers.
What is Trevor Wakefield doing now?
Based on the most recently available information, Trevor Wakefield continues his formation with the religious order, working toward potential ordination as a priest or service as a brother. He is likely in philosophical or theological studies at the House of Studies in Washington, D.C.
Where did Trevor Wakefield go to college?
Trevor Wakefield attended Providence College in Rhode Island, where he majored in theology and Spanish, graduating in 2021. He was one of only two theology majors in his entire graduating class.
Is Trevor Wakefield a priest?
Trevor Wakefield is currently in formation with the Order of Preachers but has not yet been ordained as a priest. The formation process typically takes seven to nine years from entrance to ordination.
What happened to Trevor Wakefield’s parents?
Trevor’s father, Tim Wakefield, passed away from brain cancer on October 1, 2023, at age 57. His mother, Stacy Wakefield, died from pancreatic cancer on February 28, 2024, at age 53—just five months after Tim’s death.
What did Trevor Wakefield do in Argentina?
In summer 2019, Trevor participated in a six-week service program in San Miguel de Tucumán, Argentina, through the Father Smith Fellowship. He assisted English teachers at Colegio Santa Rosa, a school run by religious sisters, and visited semi-indigenous communities in the Andes Mountains.
Does Trevor Wakefield have social media?
Trevor Wakefield has an Instagram account but has not posted any content. He maintains a private life focused on his religious formation. His sister Brianna is more active on social media.
Who is Brianna Wakefield?
Brianna Grace Wakefield is Trevor’s younger sister, born in 2005. She is more publicly visible than Trevor and is active on Instagram. She threw out the first pitch at the 2024 Fenway Park Opening Day ceremony.
Conclusion: A Life of Purpose and Resilience
Trevor Wakefield’s story is ultimately one of hope, purpose, and quiet strength rather than tragedy. While he has faced losses that would devastate anyone, Trevor has chosen to respond with grace, continuing his journey of faith and service with the Order of Preachers.
His decision to pursue a religious vocation reflects values instilled by his parents—commitment to service, humility, and finding meaning through helping others. Trevor’s path honors his parents’ legacy while forging his own unique contribution to the world.
The Red Sox family, the religious community, and all who have been touched by the family story continue to support Trevor and Brianna as they navigate life without their parents. Trevor’s journey reminds us that purpose can be found even in life’s darkest moments, and that the most meaningful legacy we can leave is one of service, faith, and love for others.
As Trevor continues his formation with the order, he carries forward the family commitment to making a positive difference in the lives of others. His journey stands as a testament to the power of faith, community, and purpose in overcoming adversity.
The legacy of Tim and Stacy Wakefield lives on not just in baseball history, but in the lives of their children who continue to embody the values of service, compassion, and resilience that their parents modeled throughout their lives.
Information current as of available sources. Trevor Wakefield maintains a private life focused on religious formation.
