
As he takes the field to lead his American Legion team through infield/outfield practice, 80-year-old Dick Paster proudly wears the number nine on his jersey, a heroically symbolic numeral in Boston sports history. Long before Dick starred for the Northeastern baseball team, he cheered with his family and friends in Brookline for the greatest #9 to ever play, Red Sox left fielder Ted Williams. The Splendid Splinter was baseball’s most gifted and prolific hitter from 1939-1960, and he also served as a Naval Aviator for the United States Marine Corps in World War II and the Korean War – twice pausing a Hall of Fame career to defend the freedom that makes our country unique in the world.
Paster stands in the dugout at Westwood High School and talks about the number on his back. Without hesitation, he vividly recalls the day, at Northeastern, when he was assigned his baseball uniform.
“They sent me into the locker room and told me to get a uniform,” he said. “The equipment manager threw me #9, and I’ve worn it ever since – except when I was in the Red Sox system. They don’t give #9 to anyone in that organization, for good reason.”
Paster’s equal passion for baseball and country remain on full display every day, especially during 2026’s semiquincentennial celebration. We regularly see him serving as emcee of Westwood’s Veteran’s Day and Memorial Day ceremonies, and he was the Grand Marshal of the 2025 Memorial Day parade. His serious tone commands respect as he presides over meaningful and touching moments of reflection and remembrance, honoring those who have served and paid the highest price for their fellow citizens.
His own life of service and commitment goes back decades, and he still serves some of the region’s best players as an American Legion coach and mentor.
To fully understand the journey, we flashback to the spring of 1966, when Paster was part of an unforgettable and historic baseball team at Northeastern. The Huskies earned their first and only trip to the College World Series in Omaha, NE that year by knocking off Colby and Boston College in the New England Regional at Fenway Park. Paster’s heroics in the championship game, against BC, solidified his spot in the Northeastern Athletics Hall of Fame. He broke open a 1-1 tie with a bases-clearing double and later drove in another pair of runs as the Huskies won 10-2, setting off a wild celebration.
In 1967, Dick signed a minor league contract with the Boston Red Sox, but didn’t report until 1968 so he could graduate before getting drafted into the military. His natural gift for hitting a baseball – something he equates to being “as easy as walking down the street” – was poised to take him straight to the major leagues. By the following year, during spring training, the young prospect found himself living out a childhood dream, walking down a right-field line with his idol and new batting instructor, Ted Williams.
“I remember being pretty nervous,” Dick admitted, “But he took me for a little walk. We talked about a number of things, and I went back to the plate, got up to bat, and got rid of my jitters.”
His individual dominance did not go unnoticed. He was inducted into the Northeastern Athletics Hall of Fame in 1997, and he was joined by the entire 1966 team in 2020, the first year teams were enshrined into the Hall of Fame. Dick also played in the Boston Park League from 1962 through 1967, before signing with the Red Sox, and then again between 1970 and 1979, and was inducted into the Boston Park League Hall of Fame in 1991.
Despite his immense promise on the diamond, the tumultuous reality of the late 1960s intervened. As the decade drew to a close, an escalating geopolitical climate reshaped his plans to go pro.
“It was the height of the Vietnam War and there was a lot of uncertainty for my generation of young men,” Dick said. “More than 50,000 men a month were being drafted and nobody really knew what was going to happen.”
Faced with an uncertain future, Dick played during the summer of 1968, splitting time between Jamestown, New York, and High-A ball in Greenville, South Carolina. He then answered the call to service by joining the Army National Guard in October 1968. He completed five months of rigorous basic training at Fort Dix, New Jersey, and went on active duty in January 1969. While he was able to return and finish out his second minor league baseball season in Winter Haven and Jamestown, by that fall, the writing was on the wall. He pivoted away from professional sports and embarked on his next challenge – law school at Suffolk University.
Three years later, now a graduate of Suffolk Law School, his new life was taking shape. By 1977, Dick and his wife, Nancy, a Dedham native and fellow Husky, found a house in Westwood and decided to make our town their permanent home. Here, they raised three sons, all of whom grew up sharing their father’s deep love for baseball.
As Dick’s legal career flourished, he became one of the partners of the Quincy-based law firm, Paster, Rice & Castleman. He eventually stepped back onto the diamond to coach, balancing his demanding legal practice with the rigors of a baseball schedule. It took immense discipline and strong time-management skills.
“For many years, it was a juggling act during baseball season, where I had to drop what I was doing somewhere around 3 o’clock in the afternoon and head out to a game,” Dick said. “Some days were more difficult than others, but judges, for the most part, were very understanding, and they would let me take off early.”
Dick’s formal coaching tenure began in 1984 with him at the helm of his oldest son’s youth team and in 1988, the Post Commander of the Westwood American Legion asked him to fill the vacant head coaching position of the Senior American Legion team.
“I didn’t entirely know what I was getting myself into, but I said I’d be happy to do that, and that’s how it all started,” said Dick, with a retrospective tone and nearly 40 years of memories.
The spontaneous decision to take the reins began a multi-decade legacy. Sixty years after his unforgettable spring training stroll with Teddy Ballgame, Dick is still devoted to baseball. Over nearly four decades, he has amassed more than 400 American Legion victories, and most importantly, has mentored roughly 250 young players. His goal was always clear: prepare local boys for the next level of play, and his success rate is nothing short of remarkable. Three former senior legion players went on to play professional baseball, two positional players and a pitcher. A fourth was drafted by Tampa Bay as a high school senior; however, he didn’t sign, instead choosing to play Division 1 college baseball before an arm injury ended his career.
Gary Cappuccino, who is instrumental in the operation of Westwood’s Babe Ruth program and serves as the head coach of this year’s Junior American Legion team, expressed his appreciation for the time, effort and energy Dick has always provided.
“He’s been part of our family,” said Gary. “When he took over Legion, my brother was still coming through high school, so he played for Coach. I’m happy to be working with him. He’s unique, and he brings a unique perspective. The modern kids, sometimes, react differently, but what he has to say is invaluable and they learn that he’s seeing things farther ahead than they see them.”
“He’s so competitive, and good,” said American Legion District Chairman Paul Dumas. “We played at this field one time when I was coaching Foxboro – almost 25 years ago – and I really only had one good pitcher, who wasn’t even pitching that day. The first two innings, we got a lot of hits, and I had no confidence in my pitching, so I was overly aggressive waving guys home up more than 10 runs. We’re still in the second inning. Man, did he bark at me! I barked right back at him. We were not, at all, friends, but now we’re great friends.”
In a time where the world of youth sports has shifted heavily toward high-priced, exclusive travel teams, Dick remains incredibly proud of the American Legion Post 320 tradition. The Westwood team is fully sponsored, run at absolutely no cost to the players or their families.
“My Post has always voted to pick up the cost,” Dick said, emphasizing that the Post’s community dedication also extends beyond sports, funding high schoolers to attend leadership initiatives like Boys State and Girl State. “It makes it accessible to any kid in town, regardless of their financial situation.”
In addition to managing teams on the field, Dick has spent nearly 20 years serving as the Commander of the Westwood American Legion Post 320, and his administrative leadership extends statewide. He has spent the last 12 years as Chairman of the Massachusetts American Legion Baseball Committee, a demanding role where his unique life experiences mesh perfectly.
“I’m well suited for the role because there are a lot of rules,” Dick said matter-of-factly. “It’s a good idea if you have somebody with a legal background and a baseball background that has played at a high level who can interpret those rules.”
“As good as he is as a baseball guy, administratively he’s just as capable,” said Dumas. “His attention to detail is as good as anyone I’ve ever met in my life.”
The game continues to evolve rapidly around one of Boston’s finest, shifting heavily toward data metrics, launch angles, and individual showcase statistics, but Dick’s coaching philosophies remain refreshingly rooted in team-first, old-school fundamentals.
“I don’t care about metrics at all,” he said. “The game has been played for over 120 years and players have been evaluated most of that time without the use of metrics. My coaching style is to teach the players how to play the game. We work on team fundamentals during practice. I put more emphasis on that than I do on metrics. Knowing how to play the game is how you play winning baseball and knowing how to play helps when being evaluated by college coaches. My goal has always been player development.”
Looking back at a long, fulfilling life spent in service to his country, his legal clients, and his community, Dick holds zero regrets about the path he took.
“I managed to do a lot of different things, many of them simultaneously,” he reflected. “It’s been a labor of love and I’m happy I did it. I had some pretty good guys coach me, and I’m paying it forward.”