Historical Award Winners

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Past Champions | Award Winners

Park League Champions and Finalists

2025 – TJO Sports (Extra Innings Braves)
2024 – Extra Innings Braves (TJO Sports)
2023 – Extra Innings Braves (Boston Athletics)
2022 – Extra Innings Braves (Boston Athletics)
2021 – TJO Sports (ADSL)
2020 – Boston Athletics (ADSL)
2019 – ADSL (Extra Innings Braves)
2018 – ADSL (TJO Sports)
2017 – TJO Sports (Padres)
2016 – Towne Club (TJO Sports)
2015 – Palmer Club (ASDL)
2014 – Palmer Club (TJO Sports)
2013 – Cannon Club (Palmer)
2012 – Carlson Club (Cannon)
2011 – Carlson Club (JM Force)
2010 – Carlson Club (Palmer)
2009 – Carlson Club (Stockyard)
2008 – Grossman Marketing (Carlson Club)
2007 – Padres (Stockyard)
2006 – Palmer Club (Padres)
2005 – Stockyard (Palmer Club)
2004 – Palmer Club (Carlson Club)
2003 – Palmer Club (Walsh Club)
2002 – Palmer Club (Hines/ADSL)
2001 – Hines/ADSL (Mass. Envelope)
2000 – Mass. Envelope (Palmer Club)
1999 – Palmer Club (Larkin Club)
1998 – Mass. Envelope (Towne Club)
1997 – Larkin Club (Mass. Envelope)
1996 – Larkin Club (Mass. Envelope)
1995 – Larkin Club (MRA D’s)
1994 – ADSL/Avi Nelson (Larkin Club)
1993 – Serra Club (ADSL/Avi Nelson)
1992 – Mass. Envelope (Triple D’s)
1991 – Towne Club (ADSL/Avi Nelson)
1990 – Hyde Park Sports (Triple D’s)
1989 – ADSL (Hyde Park Sports)
1988 – Triple D’s (Towne Club)
1987 – Triple D’s (Great Scott)
1986 – Hyde Park Sports (Triple D’s)
1985 – Towne Club (Great Scott)
1984 – Towne Club (Conley Club)
1983 – Mass. Envelope (Conley Club)
1982 – Mass. Envelope (Triple D’s)
1981 – Triple D’s (Great Scott)
1980 – Mahoney Club (Triple D’s)
1979 – Supreme Saints (Mary Ann’s)
1978 – Conley Club (Supreme Saints)
1977 – Mass. Envelope (Supreme Saints)
1976 – Conley Club (Supreme Saints)
1975 – Mass. Envelope (Conley Club)
1974 – Mass. Envelope (Conley Club)
1973 – Mass. Envelope (Conley Club)
1972 – Conley Club (Supreme Saints)
1971 – Franklin Club (Supreme Saints)
1970 – Mass. Envelope (Woolf Club)
1969 – Craven Club (Supreme Saints)
1968 – Woolf Club (Craven Club)
1967 – Supreme Saints (Mass. Envelope)
1966 – Herb Connelly Club (Supreme Saints)
1965 – Herb Connolly Club (Carlevale Braves)
1964 – Supreme Saints (Herb Connolly Club)
1963 – Supreme Saints (Bottomley Braves)
1962 – Kelly Club (Supreme Saints)
1961 – Charlestown Hawks (Dorchester Royals)
1960 – St. Paul’s (McCormack)
1959 – St. Paul’s (McCormack)
1958 – Charlestown Cardinals (McCormack)
1957 – St. Paul’s (Crosby Club)
1956 – McCormack Club (St. Paul’s)
1955 – St. Paul’s (Bryan Club)
1954 – St. Paul’s (Bryan Club)
1953 – St. Paul’s (Bryan Club)
1952 – Hal Crosby Club (Jeveli Club)
1951 – Boston Elks (Crosby Club)
1950 – Kane Chevrolet (Jeveli Club)
1949 – Crownburners (Hyde Sq. Vets)
1948 – Crownburners (Dick Casey Club)
1947 – Dick Casey Club (Linehan Club)
1946 – Veterans Administration (Dick Casey Club)
1945 – Navy Yard AA (Linehan Club)
1944 – Dick Casey Club (Watertown Arsenal)
1943 – Dick Casey Club (Navy Yard)
1942 – Dick Casey Club (Navy Yard)
1941 – Dick Casey Club (Tobin Club)
1940 – Dick Casey Club (Roslindale Town Team)
1939 – Dick Casey Club (St. Augustine’s)
1938 – St. Augustine’s (Holy Name)
1937 – Dick Casey Club (Jordan Marsh)
1936 – Roslindale Wolfs (Jordan Marsh)
1935 – Jordan Marsh (Roslindale TT)
1934 – Jordan Marsh (Dick Casey Club)
1933 – Roslindale Town Team (Mulry Club)
1932 – St. Thomas (Roslindale Town Team)
1931 – St. Thomas (Edison Light)
1930 – Agawam A.A. (Gurnett & Co.)
1929 – St. Thomas, J.P. (South End Athletics)

Special Awards

Bob Cusick/Walt Mortimer Most Valuable Award

1982 – Jim Mello, Mass. Envelope
1983 – Charlie Ferro, Great Scott
1984 – Larry Hill, Towne Club
1985 – Leo Smith, Great Scott
1986 – Bill O’Leary, Triple D’s
1987 – Leo Smith, Great Scott
1988 – Jim Mulry, Triple D’s
1989 – Pablo Reyes, ADSL
1990 – Jeff Toussaint, Towne Club
1991 – Tim Finnegan, Towne Club
1992 – Jeff January, Mass. Envelope
1993 – Mike Carista, Serra Club
1994 – Rosendo Rentas, ADSL/Avi Nelson
1995 – Chris Taylor, Towne Club
1996 – Carl Anderson, Larkin Club
1997 – Brian Reilly, Palmer Club
1998 – Darwin Hernandez, Mass. Envelope
1999 – Sean Russell, Palmer Club
2000 – Chino Roman, Mass. Envelope
2001 – Miquel Baez, Hines/ADSL
2002 – Hal Carey, Walsh Club
2003 – Brian Ferrari, Palmer Club
2004 – Adam Wozniak, Palmer Club
2005 – J.P. Songin, Palmer Club
2006 – Mike Ross, Padres
2007 – Matt Boudrow, Palmer Club
2008 – Marvin Malaret, Carlson Club
2009 – Adam Wozniak, Palmer Club
2010 – Manuel Soto, Padres
2011 – Kevin McGlinchy, Carlson Club
2012 – Pete Greskoff, Cannon Club
2013 – Eddie Newton, Cannon Club
2014 – Alex Venditti, Towne Club
2015 – Chris Hoyt, Towne Club
2016 – Johnny Phelan, Palmer Club
2017 – Jorge Geronimo, Padres
2018 – Chris Hoyt, Towne Club
2019 – Jim Perron, Towne Club
2020 – Tommy Lenane (Boston Athletics), Joe Lomuscio (TJO Sports)
2021 – Alex Wong, Boston Athletics
2022 – Mike Smith, EI Braves
2023 – Mike Smith, E.I. Braves
2024 – Dante D’Avanzo, TJO Sports
2025 – Mike Smith, E.I. Braves

Art Nowell Pitcher’s Award (new for 2015)

2015 – Josh Desai, ADSL
2016 – Ken Henry, Palmer Club
2017 – Fernando Burgos, Cannon Club
2018 – Greg Tobin, TJO Sports
2019 – Fernando Burgos, ADSL
2020 – Henry Ennen, ADSL
2021 – Jon Shepard, Boston Athletics
2022 – Nick Johnson, Sabers Baseball
2023 – Mike Smith, E.I. Braves
2024 – Mike Smith, E.I. Braves & Zach Wensley, ADSL
2025 – Mike Connolly, ADSL

Dick Casey Memorial Sportsmanship Award

1982 – George Banks, Great Scott
1983 – Bob Murray, Great Scott
1984 – Leo Smith, Great Scott
1985 – Jim Mealy, Hyde Park Sports
1986 – Chris Patsos, Mass. Envelope
1987 – Mike Hluska, Larkin Club
1988 – Harvey Krupnick, Mass. Envelope
1989 – Jim Vershbow, Larkin Club
1990 – John Dunbar, Simonelli Club
1991 – Charlie Ferro, Great Scott
1992 – Rick Baugh, Larkin Club
1993 – Pablo Reyes, ADSL/Avi Nelson
1994 – Jim Cody, ADSL/Avi Nelson
1995 – Josh Powell, ADSL/Avi Nelson
1996 – Jeff Toussaint, Towne Club
1997 – Scott “Scooter” Govoni, Larkin Club
1998 – Kevin Bailey, ADSL
1999 – Bill McDougall, Towne Club
2000 – Tim Finnegan, Towne Club
2001 – Peter Moyer, Avi Nelson Club
2002 – John Hauck, Larkin Club
2003 – Brian Reilly, Palmer Club
2004 – Jim Klocek, Towne Club
2005 – Derek Grudinskas, Palmer Club
2006 – Hal Carey, Stockyard.
2007 – Dave O’Sullivan, Hines/ADSL
2008 – Bob Austin, Stockyard
2009 – Chris Plant, Padres
2010 – Pete Zak, Cannon Club
2011 – Jason Kiley, Cannon Club
2012 – Mike Stefaniak, JM Force
2013 – Aki Nakamura, Carlson Club
2014 – Matt Lipsett, Palmer Club
2015 – Paul Duhaime, Jerimiah Burke High School Baseball
2016 – Ivan Colon, Cannon Club
2017 – Kevin MacIntyre, TJO Sports
2018 – Alex Venditti, Towne Club
2019 – Pat Williamson, TJO Sports
2020 – Matt Kerin, Boston Athletics
2023 – Alex Vendetti, Palmer Club
2024 – Jason Leonard, ADSL
2025 – Joaquin Figueroa, Boston Padres

Bill Benson Memorial Rookie of the Year Award

1982 – Steve Reynolds, Millstream
1983 – Brian Reale, Millstream
1984 – Joe Killilea, Hyde Park Sports
1985 – Bob Turner, Simonelli Club
1986 – Brian Conroy, Ashley Club
1987 – Steve Higgins, Towne Club
1988 – Joe Rizzo, Simonelli Club
1989 – Jim Caeran, Hyde Park Sports
1990 – Dave Cunningham, Larkin Club
1991 – Chris Eggert, Great Scott
1992 – Zach Soolman, Larkin Club
1993 – Chris DeFlumeri, Serra Club
1994 – Todd Murray, Larkin Club
1995 – Jim Holt, MRA D’s
1996 – Mike Lomuscio, Palmer Club
1997 – Steve McMann, Larkin Club
1998 – Jarrod Carter, Avi Nelson Club
1999 – Jim Smith, Towne Club
2000 – Mike Wysong, Palmer Club
2001 – Adam Wozniak, Palmer Club
2002 – Brian Ferrari, Palmer Club
2003 – Bill Sittig, Walsh Club
2004 – Dorian Rojas, Carlson Club
2005 – Matt Perrin, Hines / ADSL
2006 – Rony Mercado, Carlson
2007 – Dan Zailskas, Stockyard
2008 – Ben McBride, Hines/ADSL
2009 – Pat Connolly, Towne Club
2010 – Max Vigliotti, Stockyard
2011 – Cody Boek, Irish Village
2012 – Alex Chetelat, West Roxbury Bluefish
2013 – Dan Gad, TJO Sports
2014 – Chris Hoyt, Towne Club
2015 – Jorge Geronimo, Padres
2016 – Matt Trevelone, Towne Club
2017 – Andrew Elliott, ADSL
2018 – Nick Herzog, ADSL
2019 – Tim Noone, TJO Sports
2020 – Dave Neil, TJO Sports
2021 – Eric Gage, Mass. Envelope
2022 – Ayrton DiPina, TJO Sports & Nick Johnson, Sabers Baseball
2023 – Elvis Rojas, Mass Envelope
2024 – Jake Plata, E.I. Braves & Jake Maydak, TJO sports
2025 – Tom Pender, ADSL

Gerry McCarthy/Bill Mahoney Manager’s Award

1983 – Mark McHugh, Mass. Envelope
1984 – Skip Landry, Towne Club
1985 – Terry O’Malley, Hyde Park Sports.
1986 – Terry O’Malley, Hyde Park Sports.
1987 – Leo Casey, Triple D’s
1988 – Bill Mahoney, Larkin Club
1989 – Josh Powell, ADSL
1990 – Bob Powers, Great Scott
1991 – Rick Nash, Towne Club
1992 – Jim Mello, Mass. Envelope
1993 – John Capo, Serra Club
1994 – Bill Mahoney, Larkin Club
1995 – Bill Mahoney, Larkin Club
1996 – Greg Digirolamo & Derek Grudinskas, Palmer Club
1997 – Bill Mahoney, Larkin Club
1998 – Mike Nyhan, Mass. Envelope
1999 – Marty Nastasia, Flanagan Club
2000 – Rich Figueroa, Mass. Envelope
2001 – Jim Cody & Jim Collyer, Hines/ADSL
2002 – Greg Digirolamo & Derek Grudinskas, Palmer Club
2003 – Sean Fay, Mass. Envelope
2004 – Ed Neal, Padres
2005 – Mike Aiena, Cannon Club
2006 – Steve Busby, Stockyard
2007 – Ed Neal, Boston Padres
2008 – Franz Strassman, Grossman Marketing
2009 – Rich Figueroa, Carlson Club
2010 – Nick Faggas, Carlson Club
2011 – Harvey Soolman, JM Force
2012 – Mike Aiena, Cannon Club
2013 – Bob Johnson, TJO Sports
2014 – J.P. Songin, Palmer Club
2015 – James Cody, ADSL
2016 – Grant Bowen & Mike Stefaniak, Towne Club
2017 – Paul Cleary, Dave Sullivan, & Jared Blandino, ADSL
2018 – James Cody, ADSL
2019 – Jim Cody, ADSL
2020 – Franz Starssman & Jason Bressner, Mass Envelope/GM
2021 – Bob Johnson, TJO Sports
2022 – James Greeley, EI Braves
2023 – JP Songin, Palmer Club
2024 – Jason Leonard, ADSL
2025 – Bob Johnson, TJO Sports

Jean Yawkey/Boston Park League Baseball – College Scholarship Award

1994 – Mike Curran, Serra Club/Boston University
1995 – Chris Anderson, Larkin Club/U. Mass. Boston & David Muller, Towne Club/Brandeis University
1996 – Josh Finn, Mass. Envelope/State University of New York at Albany
1997 – Jaime Quiros, ADSL/Boston College
1998 – Mike Lomuscio, Palmer Club/Northeastern University
1999 – Steve McCabe, Larkin Club/Babson College
2000 – Brandon Cody, Mass. Envelope/Amherst College
2001 – Greg Stack, Palmer Club/Stonehill College
2002 – Mike Dilalla, Larkin Club/U. Mass. Boston
2003 – Rob Lomuscio, Walsh Club/U. Mass. Dartmouth
2004 – Jim Pierce, Hines-ADSL/Thomas College
2005 – Dorian Rojas, Carlson Club/Cumberland College & Mike Regan, Irish Village/Trinity College
2006 – Jay Turner, Stockyard/ MIT
2007 – Jason Whittier, Cannon Club/UMass Amherst
2008 – Geury Alonzo – Irish Village/Salem State
2009 – Sean Cleary – Hines/ADSL
2010 – Osvaldo Santana – Padres
2011 – Ed Newton, Cannon Club
2012 – Ivan Colon, Cannon Club/Framingham State University
2013 – Jose Pena – UMass Boston & ADSL
2014 – Jessy Valdez, Padres/Dean College
2015 – John Arens, ADSL
2016 – Joaquin Figueroa, Padres
2017 – Tommy Shimchak, Cannon Club / Suffolk University
2018 – Wanderson Pinales, Boston Padres/UMass Boston
2019 – Maynel Fuentes, Padres
2021 – Jason Sullivan, Boston Padres
2022 – Aytron DiPina, TJO Sports, Wentworth Institute of Technology
2023 – Freddy Urena, Mass Envelope, Community College of Baltimore County

Dan Roberts/Dick Clegg Memorial Umpires Award

1982 – Bill Stewart Jr.
1983 – Jim McNally
1984 – Mike Browne
1985 – Dick Clegg
1986 – Joe Keleher
1987 – John O’Shaughnessy
1988 – John Casey
1989 – Joe Driscoll
1990 – Joe Cacciatore
1991 – Gerry Bilodeau
1992 – Walt Mortimer
1993 – Lee Hutchens
1994 – Peter Jaworski
1995 – Pat Burns
1996 – Mike Fata
1997 – Mike Sadowski
1998 – Walt Bentson
1999 – Bob Long
2000 – Tim Carey
2001 – Tom Ryberg
2002 – Chris Marshall
2003 – Bill Story
2004 – Tom Apprille
2005 – Joe Peters
2006 – Paul Brooks
2007 – Charlie Campbell
2008 – Jim Kelly
2009 – Matt Carlin
2010 – Ed Smallcomb
2011 – Ed McAvinn
2012 – Bob Long
2013 – Gerry Bilodeau
2014 – Charlie Campbell
2015 – Glenn Cole
2016 – Joe Peters
2017 – Brendon McCarthy
2018 – Charlie Campbell
2019 – Jim Kelly
2020 – Mike Hinojosa
2021 – Glenn Cole
2022 – Chuck Furlong
2023 – Brian Driscoll
2024 – Carl Rodriquez
2025 – Greg Digirolamo

Red Johnson/Eddie Miller Alumni Award

1982 – Judge Charles Artisani
1983 – Bill Walsh
1984 – Tony Marmo
1985 – Ray Flynn
1986 – Jack Simpson
1987 – Judge William Hogan
1988 – Eddie Miller
1989 – Bob Kurkjian
1990 – Avi Nelson
1991 – Dick Holmstrom
1992 – Jim Collyer
1993 – Tom Menino
1994 – Bernie Accardi
1995 – John Kelliher
1996 – George DiBenedetto
1997 – Rick Nashe
1998 – Harry Wallbank
1999 – Steve Pecevich
2000 – John Bitetti
2001 – Frank Niles
2002 – Dick Tierney
2003 – Tony Langone
2004 – Harvey Soolman
2005 – Gerry Kenneally
2006 – Jim Collyer
2007 – Reverand Jim Keurulainen
2008 – Armand Veneziano
2009 – Jayson King
2010 – Jack Fahey
2011 – Jack Kearns
2012 – Dr. Bob Wilkinson, HOF 1993
2013 – Eddie Miller
2014 – Terence O’Malley
2015 – Steve Busby, Austin Prep Baseball
2016 – Ed Neal, Padres
2017 – Jim Cody, ADSL
2018 – Walter Mortimer
2019 – Charles ‘Curley’ Peterson

Thomas Yawkey Memorial Sportsman Award

1982 – Arthur Riley
1983 – Eddie Pellagrini
1984 – Howie Stein
1985 – Roland Gariepy Sr.
1986 – Jim O’Leary
1987 – Bob Powers
1988 – Joe Morgan
1989 – Bill Flynn
1990 – John Kelliher
1991 – Al Thomas
1992 – John Bruno
1993 – John Harrington
1994 – Bill Gutfarb
1995 – John Buckley
1996 – Edgar Grossman
1997 – Alan Larkin
1998 – Justine Liff
1999 – Dan Duquette
2000 – Ron Burton Jr.
2001 – Mary Ellen Grossman
2002 – Dick Berardino
2003 – Norm Govoni
2004 – Elliot Driben
2005 – Johnny Pesky
2006 – Dom Mignosa
2007 – Jerry Trupiano
2008 – John “Sugar” Whelan
2009 – Curt Schilling
2010 – Jed Hoyer
2011 – Joe Paolucci
2012 – Ken Still, Boston Public Schools Athletic Director
2013 – Rico Mochizuki, Red Sox Foundation
2014 – Steve Buckley
2015 – Scott Hampe, Grossman Marketing
2016 – Mary Ellen Grossman, Grossman Marketing
2017 – Ed Carrigan, Padres
2018 – Candice Gartley
2019 – Mick Blume, Red Sox Foundation

Huck Geary/Dr. Bob Wilkinson Achievement Award

1987 – Adam Mroz & Walter Sgroi.
1988 – Josh Powell
1989 – Bill Cleary
1990 – Jean Yawkey
1991 – Mary Hines
1992 – Brian Conroy
1993 – Jim Mello
1994 – Steve Connelly
1995 – Dan Donato
1996 – Joe Walsh
1997 – Neil McPhee
1998 – Moe Maloney
1999 – Walt Bentson
2000 – Tinker Connelly
2001 – Chris Piela
2002 – Norm Walsh
2003 – Paul McCaffrey
2004 – Mike Swiecicki
2005 – Manny DelCarmen
2006 – Rich Hill
2007 – Matt Noone
2008 – Owen Carlson
2009 – Richard H. (Rico) Bailey
2010 – Brian Reilly
2011 – John Casey
2012 – Pete Frates, Boston College
2013 – Frank Niles
2014 – Marty Walsh
2015 – Dan Merzel, professional umpire
2016 – Brendan Eygabroat, U. Mass. Boston Baseball Coach
2017 – Bill Mahoney, Past President & Brighton HS Baseball Coach
2018 – Mike Aiena
2019 – Steve Busby, Austin Prep
2022 – Jerry Trupiano
2023 – South Shore Giants Foundation

Johnny MacDonald Memorial Defensive Player of the Year Award

2003 – Scott Keurulainen, Palmer Club
2004 – Zach Golden, Mass. Envelope
2005 – Todd Bersaglieri, Cannon Club
2006 – Jim Pierce, Hines/ADSL
2007 – Gregg Stack, Palmer Club
2008 – Josue Feliciano, Carlson Club
2009 – Gregg Stack, Palmer Club
2010 – Joe Hough, Stockyard
2011 – Rick Salvucci, Grossman Marketing
2012 – Johnny Phelan, Palmer Club
2013 – CJ Flannery, Cannon Club
2014 – Eddie Newton, Cannon Club
2015 – Josh Ellis, ADSL
2016 – Johnny Phelan, Palmer Club
2017 – Erick Ramirez, Padres
2018 – Eddie Riley, ADSL
2019 – Eddie Riley, ADSL
2020 – Joe Lomuscio, TJO Sports
2021 – Ben McKenzie, TJO Sports
2022 – Sam Steeves, TJO Sports
2023 – Sam Steeves, TJO Sports
2024 – Sam Steeves, TJO Sports
2025 – Matt Deshiro, TJO Sports

Presidents Award (not awarded annually)

1990 – Bob Powers, Great Scott/HOF-1994
1996 – Dr. Bob Wilkinson, HOF-1993/President 1996-2001
1999 – Connie Spillane, Founder of the Cranberry Baseball League
2000 – Patricia Tonsberg, ADSL Medical Technician
2018 – Walter Mortimer

Jean Yawkey Memorial Playoff MVP Trophy

1984 – John Andon, Towne Club
1985 – Leo Smith, Great Scott
1986 – Buzz Beede, Hyde Park Sports
1987 – Tom Otto, Triple D’s
1988 – Bill O’Leary, Triple D’s
1989 – Pablo Reyes, ADSL
1990 – Ted Novio, Hyde Park Sports
1991 – Steve Higgins, Towne Club
1992 – Derek January, Mass. Envelope
1993 – Mike Carista, Serra Club
1994 – Errol Fagone, ADSL/Avi Nelson Club
Playoff MVP Trophy renamed in honor of John Kelliher in 1995.
1995 – Carl Anderson, Larkin Club
1996 – Carl Anderson & Marty Canavan, Larkin Club
1997 – Zach Soolman, Larkin Club
1998 – John Blaine, Mass. Envelope
1999 – Kevin O’Leary, Palmer Club
2000 – Chino Roman, Mass. Envelope
2001 – Kevin Baily, Hines/ADSL
2002 – Brian Ferrari, Palmer Club
2003 – Brian Ferrari, Palmer Club
2004 – Greg Stack, Palmer Club
2005 – Justin Waskawicz, Stockyard
2006 – Pete Lucido & Ken Henry, Palmer Club
2007 – Darwin Mesa, Boston Padres
2008 – Scott Hampe, Grossman Marketing
2009 – Yulkin German, Carlson Club
2010 – Pablo Reyes, Carlson Club
2011 – Dorian Rojas, Carlson Club
2012 – Dorian Rojas & Wandy Rosario, Carlson Club
2013 – Ivan Clemente & Bobby Sabatino, Cannon Club
2014 – P.J. Gouthro, Palmer Club
2015 – Kyle Musco, Palmer
2016 – Rory Ziomek, Towne Club
2017 – Jamie Timothy & Derek Reddy, TJO Sports
2018 – Fernando Burgos, ADSL
2019 – Ben Gottesman, Bobby Tramondozzi, Eddie Riley – ADSL
2020 – Tommy Lenane, Boston Athletics
2021 – Stephen Simoes & Sam Steeves, TJO Sports
2022 – Mike Smith, E.I. Braves
2023 – Jack McLaughlin, E.I. Braves
2024 – Mike Smith, E.I. Braves
2025 – Ian Ostberg & Jackson Brinker, TJO Sports

William J. Stewart Jr. Championship Trophy

2011 – Carlson Club
2012 – Carlson Club
2013 – Cannon Club
2014 – Palmer Club
2015 – Palmer Club
2016 – Towne Club
2017 – TJO Sports
2018 – ADSL
2019 – ADSL
2020 – Boston Athletics
2021 – TJO Sports
2022 – Extra Innings Braves
2023 – Extra Innings Braves
2024 – Extra Innings Braves
2025 – TJO Sports

Hal Crosby Regular Season Championship Trophy

2011 – Carlson Club
2012 – Carlson Club
2013 – Cannon Club
2014 – Palmer Club
2015 – Palmer Club
2016 – Palmer Club
2017 – ADSL
2018 – Boston Athletics
2019 – Extra Innings Braves
2020 – TJO Sports
2021 – Boston Athletics
2022 – Extra Innings Braves
2023 – Extra Innings Braves
2024 – TJO Sports
2025 – Extra Innings Braves
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