This award recognizes fielding excellence. At the end of each season, a multiple member committee reviews objective fielding statistics and subjective ability (i.e. fielding range, arm strength etc.) to determine the best defensive players across the WRWBL. These players met the gold standard for defensive play.
| Scott Hannon | Pitcher | New York Finest |
| Marc Milano | Catcher | New York Bears |
| Matt Hegarty | First Base | Somers Cyclones |
| Braden Kunda | Second Base | Westchester Statesmen |
| Ranssel Pinedo | Third Base | New York City Thunderdogs |
| Dan Winchester | Shortstop | New City Outlaws |
| Mike Ascanio | Outfield | New City Outlaws |
| Matt Nichols | Outfield | New York Bears |
| Donny Castaldo | Outfield | Somers Cyclones |
| Jackson Branigan | Utility | Westchester Statesmen |
| Jaylen Cuevas | Pitcher | New City Outlaws |
| Mike Calamari | Catcher | New York Bears |
| Jeremy Scheetz | First Base | New Rochelle Tigers |
| Anthony Luciano | Second Base | New York Finest |
| Lucas Orlovitz | Third Base | Somers Cyclones |
| Anthony Gigante | Shortstop | New Rochelle Tigers |
| Mike Ascanio | Outfield | New City Outlaws |
| Matt Nichols | Outfield | New York Bears |
| Aidan Hicks | Outfield | Somers Cyclones |
| Matt Hegarty | Utility | Somers Cyclones |
| T.J. Beninati | Utility | New City Outlaws |
| Joe Mandile | Pitcher | New Rochelle Tigers |
| Mike Calamari | Catcher | New York Bears |
| Andrew Leray | First Base | New York City Thunderdogs |
| Anthony Gigante | Second Base | New Rochelle Tigers |
| Ranssel Pinedo | Third Base | New York City Thunderdogs |
| Darian Almonte | Shortstop | New City Outlaws |
| Thomas Parisi | Outfield | Somers Cyclones |
| Nate Estes | Outfield | New Rochelle Tigers |
| Anthony Carnacchio | Outfield | New York Finest |
| Tyler Paulino | Utility | New York City Thunderdogs |
| Chris Calamari | Pitcher | New York Bears |
| Joe Silvestri | Catcher | Harrison Patriots |
| Brett Holtz | First Base | Harrison Patriots |
| Anthony Garbarino | 2nd Base | New York Bears |
| Raymond Frias | Third Base | NY Finest |
| PJ Ragone | Shortstop | NY Finest |
| Anthony Luciano | Outfield | NY Finest |
| Paul Blejac | Outfield | New Rochelle Tigers |
| Matt Maher | Outfield | Somers Cylones |
| Tyler Paulino | Utility | NYC Thunderdogs |
| Joe Mandile | Pitcher | New Rochelle Tigers |
| John Silvestri | Catcher | Harrison Patriots |
| Kevin Haag | First Base | Somers Cyclones |
| Charlie Galasso | Second Base | Somers Cyclones |
| Robbie Lynch | Third Base | Harrison Patriots |
| Mike Ainsworth | Short stop | New Rochelle Dirtbags |
| Donny Castaldo | Outfield | Somers Cyclones |
| Anthony Carnacchio | Outfield | NY Finest |
| Ryan Crowley | Outfield | New Rochelle Tigers |
| Anthony Gigante | Utility | New Rochelle Tigers |
| 2016 Winners | Position | Team |
|---|---|---|
| Trey Pizzutello | Pitcher | Peekskill Tides |
| Kevin Nolan | Catcher | Somers Cyclones |
| Kevin Haag | First Base | Somers Cyclones |
| Steve Smith | Second Base | New Rochelle Tigers |
| Anthony Gigante | Shortstop | New Rochelle Tigers |
| Lou Micelli | Third Base | New Rochelle Dirtbags |
| Nick Campana | Outfield | New Rochelle Dirtbags |
| Phil Kemp | Outfield | New York Bears |
| Jayson Gray | Outfield | Westchester TSC |
| Nick Euvino | Outfield | Harrison Patriots |
| Kevin Watson | Utility | Somers Cyclones |
| 2015 Winners | Position | Team |
|---|---|---|
| Jake Menzo | Pitcher | Rockland Cavs |
| Kevin Nolan | Catcher | Somers Cyclones |
| Tommy McCarthy | First Base | Rockland Cavs |
| Anthony Garbarino | Second Base | New York Bears |
| Pat Farina | Shortstop | New York City Thunderdogs |
| Kenny Post | Third Base | New City Outlaws |
| Nate Estes | Outfield | New Rochelle Tigers |
| Kevin Hylas | Outfield | New City Outlaws |
| Jayson Gray | Outfield | Westchester TSC |
| Nick Euvino | Outfield | Harrison Patriots |
| Ralph Nuzzi | Utility | New Rochelle Tigers |
| 2014 Winners | Position | Team |
|---|---|---|
| Jon Pollock | Pitcher | Somers Cyclones |
| Leo Bravo | Catcher | New Rochelle Tigers |
| Ian Osterman | First Base | Rockland Cavs |
| Pat Farina | Second Base | New York City Thunderdogs |
| Brett Poniros | Shortstop | New Rochelle Dirtbags |
| Kenny Post | Third Base | New City Outlaws |
| Dave Lopez | Outfield | New York City Thunderdogs |
| James Dealto | Outfield | New York Bears |
| Brandon Mann | Outfield | New City Outlaws |
| Nick Euvino | Outfield | Harrison Patriots |
| Donny Castaldo | Outfield | Somers Cyclones |
| Denis Alimonti | Utility | Peekskill Tides |
| 2013 Winners | Position | Team |
|---|---|---|
| Greg Carroll | Pitcher | Hastings Lookouts/Clippers |
| Nick Cutsumpas | Catcher | New Rochelle Dirtbags |
| Richie Carbone | First Base | New York City Thunderdogs |
| Joey Aiola | Second Base | Somers Cyclones |
| Danny Collins | Shortstop | New York Bears |
| Kenny Post | Third Base | Rockland Cavs |
| Dave Lopez | Outfield | New York City Thunderdogs |
| Steve Pinto | Outfield | Harrison Patriots |
| Brandon Mann | Outfield | New City Outlaws |
| Tino Pardo | Outfield | Rockland Cavs |
| Denis Alimonti | Utility | Peekskill Tides |
| Billy Martin | Utility | New Rochelle Dirtbags |
| 2012 Winners | Position | Team |
|---|---|---|
| Damien Myers | Pitcher | New Rochelle Tigers |
| Joe Randazzo | Catcher | Hastings Lookouts |
| Richie Carbone | First Base | New York City Thunderdogs |
| Wayne Poppe | Second Base | New City Outlaws |
| Matt Belitz | Shortstop | Somers Cyclones |
| Kenny Post | Third Base | Rockland Astros |
| Dave Lopez | Outfield | New York City Thunderdogs |
| Carmine Caputo | Outfield | Peekskill Tides |
| Brandon Mann | Outfield | New City Outlaws |
| Ray Maggi | Outfield | Somers Cyclones |
| Steve Pinto | Outfield | Harrison Patriots |
| Yuta Okasaki | Utility | Hastings Lookouts |
| 2011 Winners | Position | Team |
|---|---|---|
| Damien Myers | Pitcher | Pleasantville Red Sox |
| Nick Cutsumpas | Catcher | New Rochelle Dirtbags |
| Brendan Slattery | First Base | Peekskill Tides |
| Wayne Poppe | Second Base | New City Outlaws |
| Mark Skrapits | Shortstop | New Rochelle Tigers |
| Kenny Post | Third Base | Rockland Astros |
| Dave Lopez | Outfield | New York Thunderdogs |
| Carmine Caputo | Outfield | Peekskill Tides |
| Mike Maschi | Outfield | New Rochelle Dirtbags |
| Joe Antenucci | Outfield | Hudson Mudcats |
| Dan Nieves | Outfield | Hastings Lookouts |
| 2010 Winners | Position | Team |
|---|---|---|
| Corey Borowitz | Pitcher | Peekskill Tides |
| Alan Filauro | Catcher | Somers Cyclones |
| James Cisco | First Base | Pleasantville Red Sox |
| Wayne Poppe | Second Base | New City Outlaws |
| Scott D'Ottavio | Shortstop | Peekskill Tides |
| Nolan Stewart | Third Base | Danbury Barons |
| Dave Lopez | Outfield | New York Thunderdogs |
| Brandon Mann | Outfield | New City Outlaws |
| Ray Maggi | Outfield | Somers Cyclones |
| Mike Mobbs | Outfield | Rockland Cavaliers |
| Tony Negrin Jr. | Outfield | New Rochelle Athletics |
| 2009 Winners | Position | Team |
|---|---|---|
| Dan Murdoch | Pitcher | Rye Patriots |
| Kevin Madison | Catcher | Peekskill Tides |
| James Cisco | First Base | Pleasantville Red Sox |
| Wayne Poppe | Second Base | New City Outlaws |
| Scott D'Ottavio | Shortstop | Peekskill Tides |
| Matt Barad | Third Base | New York Thunderdogs |
| Dave Lopez | Outfield | New York Thunderdogs |
| Garrett Glashoff | Outfield | Peekskill Tides |
| Mike Oliva | Outfield | Eastchester Red Birds |
| Mike Mobbs | Outfield | Rockland Cavaliers |
| Ryan Fasano | Utility | Suffern Blue Devils |
| Justin Michalek | Utility | New City Outlaws |
| 2008 Winners | Position | Team |
|---|---|---|
| Joe Seminara | Pitcher | Rockland Cavaliers |
| Josh Corn | Catcher | |
| James Cisco | First Base | New York City Thunderdogs |
| Second Base | Pleasantville Red Sox | |
| John Moolick | Shortstop | |
| Marc Kenyon | Third Base | Rockland Cavaliers |
| Outfield | Peekskill Tides | |
| Brian Brophy | Outfield | New City Outlaws |
| Dave Lopez | Outfield | New York Thunderdogs |
| Outfield | ||
| James Caroleo | Utility | New City Outlaws |
| Mike Tavares | Utility | Rye Patriots |
| Justin Michalek | New City Outlaws | |
| Mike Shea | Peekskill Tides | |
| Joe Farina | Rockland Cavaliers |
| 2007 Winners | Position | Team |
|---|---|---|
| Kevin Rettig | Pitcher | Danbury Barons |
| Matt Pisseri | Catcher | Westchester Cubs |
| Ryan Lockee | First Base | New City Outlaws |
| John Moolick | Second Base | Rockland Cavaliers |
| Brian Brophy | Third Base | New City Outlaws |
| Marc Kenyon | Shortstop | Peekskill Tides |
| Carlos Quintana | Outfield | Bronx Royals |
| Tim Meehan | Outfield | Rockland Cavaliers |
| Dave Lopez | Outfield | New York City T-Dogs |
| James Caroleo | Outfield | New City Outlaws |
| Joe Farina | Utility | Rockland Cavaliers |
| Paul Strang | Utility | Peekskill Tides |
| 2006 Winners | Position | Team |
|---|---|---|
| Kevin Rettig | Pitcher | Danbury Barons |
| Matt Gizzi | Catcher | Rockland Cavaliers |
| Mike Dwyer | First Base | North Castle Lookouts |
| Chris Carlucci | Second Base | Danbury Barons |
| Brian Brophy | Third Base | New City Outlaws |
| Marc Kenyon | Shortstop | Peekskill Tides |
| Dave Lopez | Outfield | New York City T-Dogs |
| Mike Oliva | Outfield | Yonkers Indians |
| James Caroleo | Outfield | New City Outlaws |
| Eduardo Rodriguez | Utility | Bronx Royals |
| 2005 Winners | Position | Team |
|---|---|---|
| R.J. Grant | Pitcher | North Castle Lookouts |
| Rich Salerno | Catcher | Pleasantville Red Sox |
| Lou Gigante | First Base | Yonkers Indians |
| John Moolick | Second Base | Rockland Cavaliers |
| Mike Shea | Third Base | Peekskill Tides |
| Larry Castrovinci | Shortstop | Yonkers Indians |
| Dave Lopez | Outfield | New York City T-Dogs |
| Mat Terrillion | Outfield | Danbury Barons |
| Mike Oliva | Outfield | Yonkers Indians |
| D.J. Price | Outfield | Pleasantville Red Sox |
| Joe Farina | Utility | Rockland Cavaliers |
| 2004 Winners | Position | Team |
|---|---|---|
| Scott Perlman | Pitcher | Pleasantville Red Sox |
| Matt Donohue | Catcher | New City Outlaws |
| James Cisco | First Base | Pleasantville Red Sox |
| Chris Carlucci | Second Base | Danbury Barons |
| Matt Meyers | Third Base | Pleasantville Red Sox |
| Marc Kenyon | Shortstop | Peekskill Tides |
| Mat Terrillion | Outfield | Danbury Barons |
| Bobby Accardi | Outfield | Tarrytown Lookouts |
| Bob Kraft | Outfield | Westchester Cubs |
| Mike Amendola | Utility | New City Outlaws |
| 2003 Winners | Position | Team |
|---|---|---|
| Shawn Tarkington | Pitcher | Tarrytown Lookouts |
| Tommy Gergely | Catcher | Danbury Barons |
| Troy Lehrer | First Base | Danbury Barons |
| Chris Carlucci | Second Base | Danbury Barons |
| Brian Brophy | Third Base | New City Outlaws |
| Marc Kenyon | Shortstop | Peekskill Tides |
| Mat Terrillion | Outfield | Danbury Barons |
| Bobby Accardi | Outfield | Tarrytown Lookouts |
| Matt Bell | Outfield | New York Monarchs |
| Matt Donohue | Utility | New City Outlaws |
| 2002 Winners | Position | Team |
|---|---|---|
| Scott Perlman | Pitcher | Pleasantville Red Sox |
| Jeremy Staub | Catcher | New York Knights |
| Anthony Stabile | First Base | New York Monarchs |
| Chris Carlucci | Second Base | Danbury Barons |
| Mike Ewald | Third Base | Tarrytown Lookouts |
| Scott D'Ottavio | Shortstop | Tarrytown Lookouts |
| Mat Terrillion | Outfield | Danbury Barons |
| Bobby Accardi | Outfield | Tarrytown Lookouts |
| Marc Centrowitz | Outfield | Throgs Neck Braves |
| Greg Locke | Utility | Westchester Cubs |
| 2001 Winners | Position | Team |
|---|---|---|
| Joe Garbowski | Catcher | Danbury Barons |
| Steve D'Ambrosio | First Base | Westchester Cubs |
| Ryan Conrad | Second Base | Tarrytown Lookouts |
| Matt Reilly | Third Base | Danbury Barons |
| Joe Caiola | Shortstop | New Castle Lugnuts |
| Mat Terrillion | Outfield | Danbury Barons |
| Pete DeGrazio | Outfield | Carmel White Sox |
| Darren Gurney | Outfield | Pleasantville Red Sox |
