| 1938 | 1939 | 1940 | 1941 | 1942 | 1943 | 1944 | 1945 | 1946 | 1947 | |
| Bedford | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | J. Kinkel | |
| Cortlandt | G. Richmond | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning |
| Eastchester | G.J. Cannon | G..J. Cannon | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | |
| Greenburgh | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | |
| Harrison | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | |
| Lewisboro | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton | A Roy Bouton |
| Mamaroneck | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote | A James Foote |
| Mt. Pleasant | O.M. Quinn | O.M. Quinn | O.M. Quinn | O.M. Quinn | Harry Wilcox | George R. Morrow | George R. Morrow | |||
| New Castle | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff |
| North Castle | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See | Alvah See |
| North Salem | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy |
| Ossining | N. Darling | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb |
| Pound Ridge | W.C. Jones | W.C. Jones | W.C. Jones | Charles Buffoni | Charles Buffoni | |||||
| Rye | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir |
| Scarsdale | ||||||||||
| Somers | H. Carpenter | H. Carpenter | H. Carpenter | H. Carpenter | H. Baldwin | H. Baldwin | ||||
| Yorktown | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson |
The information herein was taken from the Annual Town Highway Superintendents Dinner Journals. Where Journals were not available, information was carried from year to year except where changes to the person holding office occurred. From 1938 to 1995, we were the Westchester County Association of Town Superintendents of Highways. The organization name changed in 1995 to the Westchester & Putnam Counties Association of Town Superintendents of Highways
when Putnam County Highway Superintendents joined Westchester. The longest serving Town Highway Superintendent was Russell Curtin, Town of Ossining, 1970 to 2005.
| 1948 | 1949 | 1950 | 1951 | 1952 | 1953 | 1954 | 1955 | 1956 | 1957 | |
| Bedford | J. Kinkel | Leonard Fish | Leonard Fish | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | |
| Cortlandt | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Charles Brenning | Harold Buchner | Harold Buchner |
| Eastchester | Francis O’Rourke | Francis O’Rourke | Francis O’Rourke | Francis o’Rourke | Francis O’Rourke | Harry Grant | Harry Grant | Harry Grant | Harry Grant | Harry Grant |
| Greenburgh | Ralph Lawrence | Ralph Lawrence | Ralph Lawrence | Ernest Warnke | Ernest Warnke | Ernest Warnke | Ernest Warnke | Ernest Warnke | Ernest Warnke | |
| Harrison | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner |
| Lewisboro | A Roy Bouton | A Roy Bouton | A Roy Bouton | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | |
| Mamaroneck | A James Foote | A James Foote | A James Foote | Frank O’Brien | Frank O’Brien | Frank O’Brien | Frank O’Brien | Frank O’Brien | Frank O’Brien | |
| Mt. Pleasant | George R. Morrow | George R. Morrow | George R. Morrow | George R. Morrow | George R Morrow | George R Morrow | George R Morrow | George R Morrow | George R Morrow | George R Morrow |
| New Castle | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff | Albert Graff |
| North Castle | Alvah See | Alvah See | Alvah See | Alvah See | Allie See | Allie See | Allie See | Allie See | Allie See | Allie See |
| North Salem | Benjamin Van Scoy | Benjamin Van Scoy | Benjamin Van Scoy | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | |
| Ossining | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb |
| Pound Ridge | Charles Buffoni | Charles Buffoni | Charles Buffoni | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | |
| Rye | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir |
| Scarsdale | ||||||||||
| Somers | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young |
| Yorktown | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson |
| 1958 | 1959 | 1960 | 1961 | 1962 | 1963 | 1964 | 1965 | 1966 | 1967 | |
| Bedford | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie |
| Cortlandt | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner |
| Eastchester | Harry Grant | Harry Grant | Harry Grant | Harry Grant | Harry Grant | Harry Grant | ||||
| Greenburgh | Ernest Warnke | Ernest Warnke | Ernest Warnke | Lou Russo | Lou Russo | Lou Russo | Lou Russo | Louis Russo | Louis Russo | Lou Russo |
| Harrison | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner | Basil Bradner |
| Lewisboro | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | Stanley Reynolds | W. Stanley Reynolds | W. Stanley Reynolds | Stanley Reynolds |
| Mamaroneck | Frank O’Brien | Frank O’Brien | Frank O’Brien | Edward Fischer | Edward Fischer | Edward Fischer | Edward Fischer | Edward Fischer | Edward Fischer | William Atchison |
| Mt. Pleasant | George R Morrow | George R Morrow | George R Morrow | George R Morrow | Michael Rovello | Michael Rovello | Michael Rovello | George Morrow Jr | George Morrow Jr. | |
| New Castle | Albert Graff | Albert Graff | Walter Deems | Walter Deems | Walter Deems | Walter Deems | Walter Deems | Walter Deems | Walter Deems | Walter Deems |
| North Castle | Allie See | Allie See | Allie See | Allie See | Allie See | Allie See | McLinley Battistelli | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli |
| North Salem | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Percy Williams | Clifford Russell |
| Ossining | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | Winfield Lamb | leRoy Johnsom |
| Pound Ridge | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Aleck Lucchini | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton |
| Rye | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir | Mathew Weir |
| Scarsdale | ||||||||||
| Somers | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Robert Young | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood |
| Yorktown | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Loring Johnson | Stanley Pavlica | Stanley Pavlica |
| 1968 | 1969 | 1970 | 1971 | 1972 | 1973 | 1974 | 1975 | 1976 | 1977 | |
| Bedford | Arthur Bailie | Arthur Bailie | Arthur Bailie | Arthur Bailie | James Bailey | James Bailey | Herbert Neumann | Herbert Neumann | Herbert Neumann | Herbert Neumann |
| Cortlandt | Harold Buchner | Harold Buchner | Harold Buchner | Harold Buchner | Clifton Wilson | Clifton Wilson | Clifton Wilson | Clifton Wilson | Walter Kelly | Walter Kelly |
| Eastchester | M Francis Dalton | M Francis Dalton | M Francis Dalton | M Francis Dalton | M Francis Dalton | M Francis Dalton | M Francis Dalton | |||
| Greenburgh | Louis Russo | Louis Russo | Louis Russo | Louis Russo | Robert D’Angelo | Robert D’Angelo | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill |
| Harrison | Basil Bradner | Basil Bradner | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono |
| Lewisboro | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green | Robert Green |
| Mamaroneck | William Atchison | William Atchison | William Atchison | William Atchison | William Atchison | William Atchison | William Aitchison | William Aitchison | William Aitchison | William Aitchison |
| Mt. Pleasant | Joseph Lutrario | Joseph Lutrario | Stanley Raven | Stanley Raven | Stanley Raven | Stanley Raven | Stanley Raven | Stanley Raven | Stanley Raven | Stanley Raven |
| New Castle | Walter Deems | Walter Deems | Walter Deems | Walter Deems | Robert Reis | Robert Reis | Robert Reis | Robert Reis | Albert Chaleski | Albert Chaleski |
| North Castle | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli | McKinley Battistelli | Joseph Genkerell | Joseph Genkerelli | Frank Zygmont |
| North Salem | Clifford Russell | Clifford Russell | Clifford Russell | Clifford Russell | Alfred Russell | Alfred Russell | Alfred Russell | Alfred Russell | Jeffrey Butler | |
| Ossining | LeRoy Johnson | LeRoy Johnson | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin |
| Pound Ridge | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton | Lawrence Bouton | Charles Wood | Charles Wood | Charles Wood | Charles Wood |
| Rye | Nicholas Cerone | Nicholas Cerone | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown |
| Scarsdale | ||||||||||
| Somers | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. |
| Yorktown | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | Stanley Pavlica | James Hynes | James Hynes |
| 1978 | 1979 | 1980 | 1981 | 1982 | 1983 | 1984 | 1985 | 1986 | 1987 | |
| Bedford | Herbert Neumann | Herbert Neumann | Herbert Neumann | Herbert Neumann | Herbert Neumann | Herbert Neumann | Herbert Neumann | Gary Hayes | Gary Hayes | Gary Hayes |
| Cortlandt | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly |
| Eastchester | Joseph Ambrosio | Joseph Ambrosio | Joseph Ambrosio | Joseph Ambrosio | Joseph Ambrosio | Joseph Ambrosio | Joseph Ambrosio | Rocco DeLeo | Rocco DeLeo | Rocco DeLeo |
| Greenburgh | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill |
| Harrison | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono | Thomas DiBuono |
| Lewisboro | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin | Edward Kearin |
| Mamaroneck | William Aitchison | William Aitchison | Joseph Santoro | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy |
| Mt. Pleasant | Stanley Raven | Stanley Raven | Robert Black | Robert Black | Robert Black | Robert Black | Robert Black | Robert Black | Robert Black | Robert Black |
| New Castle | Albert Chaleski | Albert Chaleski | Albert Chaleski | Lawrence Nardecchia | Lawrence Nardecchia | Lawrence Nardecchia | Lawrence Nardecchia | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell |
| North Castle | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont | Frank Zygmont |
| North Salem | Jeffrey Butler | Jeffrey Butler | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse |
| Ossining | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin |
| Pound Ridge | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood | Charles Wood |
| Rye | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown |
| Scarsdale | George Jacob | George Jacob | George Jacob | |||||||
| Somers | Thomas Flood Jr. | Thomas Flood Jr. | Thomas Flood Jr. | Richard Scully | Richard Scully | Richard Scully | Richard Scully | Clayton Osborne | Clayton Osborne | Clayton Osborne |
| Yorktown | Robert Pappadake | Robert Pappadake | Frederic Beardsley | Frederic Beardsley | Frederic Beardsley | Frederic Beardsley | Frederic Beardsley | Andrew Alimonti | Andrew Alimonti | Andrew Alimonti |
| 1988 | 1989 | 1990 | 1991 | 1992 | 1993 | 1994 | 1995*** | 1996 | 1997 | |
| Bedford | Gary Hayes | Gary Hayes | Gary Hayes | Gary Hayes | Gary hayes | Gary Hayes | Gary Hayes | Gary Hayes | Gary Hayes | Gary Hayes |
| Cortlandt | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly | Walter Kelly |
| Eastchester | Rocco DeLeo | PeterRabasco | PeterRabasco | PeterRabasco | Larry Nardecchia | Larry Nardecchia | Larry Nardecchia | Larry Nardecchia | Peter Bonhag | |
| Greenburgh | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Kevin O’Neill | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | |
| Harrison | Thomas DiBuono | Thomas DiBuono | Ben Cutrone | Ben Cutrone | Ben Cutrone | Ben Cutrone | Mike Bisceglia | Mike Bisceglia | Mike Bisceglia | Mike Bisceglia |
| Lewisboro | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Steven Waterbury | Roy Smith |
| Mamaroneck | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Thomas Leddy | Shimon Gitlitz | Shimon Gitlitz | Shimon Gitlitz |
| Mt. Pleasant | James Maxwell | James Maxwell | James Maxwell | James Maxwell | James Maxwell | James Maxwell | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson |
| New Castle | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell |
| North Castle | Michael Sicuranzo | Michael Sicuranzo | Norman Anderson | Norman Anderson | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | |
| North Salem | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse |
| Ossining | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin |
| Pound Ridge | Charles Wood | Richard Wood | Richard Wood | Richard Wood | Richard Wood | Richard Wood | Mort Miller | Mort Miller | Mort Miller | Mort Miller |
| Rye | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Donald Brown | Frank Nardi | Frank Nardi | Frank Nardi | Frank Nardi | Frank Nardi |
| Scarsdale | George Jacob | George Jacob | George Jacob | George Jacob | George Jacob | George Jacob | George Jacob | William Cook | William Cook | William Cook |
| Somers | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne | Clayton Osborne |
| Yorktown | Andrew Alimonti | Andrew Alimonti | Andrew Alimonti | Andrew Alimonti | Andrew Alimonti | George Lewis | George Lewis | George Lewis | Eric De Bartolo | Eric De Bartolo |
| Carmel | Ron DeFrancesco | Ron DeFrancesco | Ron DeFrancesco | |||||||
| Kent | Paul Ross | Tony Caravetta | Tony Caravetta | |||||||
| Patterson | Bill Burdick | Bill Burdick | ||||||||
| Phillipstown | ||||||||||
| Putnam Valley | Milton Eagens | Milton Eagens | Milton Eagens | |||||||
| Southeast | James Lawler | James Lawler | James Lawler |
***Organization Name Change to Westchester & Putnam Counties Association of Town Superintendents of Highways
| 1998 | 1999 | 2000 | 2001 | 2002 | 2003 | 2004 | 2005 | 2006 | 2007 | |
| Bedford | Gary Hayes | Gary Hayes | Gary Hayes | Gary Hayes | Gary Hayes | |||||
| Cortlandt | Richard McIntyre | Richard McIntyre | Richard McIntyre | Richard McIntyre | Richard McIntyre | K. Burleson | K. Burleson | K. Burleson | K. Burleson | K. Burleson |
| Eastchester | Peter Bonhag | Peter Bonhag | Peter Bonhag | Peter Bonhag | Peter Bonhag | |||||
| Greenburgh | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula | Al Regula |
| Harrison | Mike Bisceglia | Mike Bisceglia | Robert Wasp | Robert Wasp | Robert Wasp | Robert Wasp | Robert Wasp | Robert Wasp | Robert Wasp | Robert Wasp |
| Lewisboro | Steve Hill | Steve Hill | Steve Hill | Steve Hill | Steve Hill | |||||
| Mamaroneck | Steve Altieri | Steve Altieri | Steve Altieri | Marco Gennarelli | Marco Gennarelli | |||||
| Mt. Kisco | George Brown | George Brown | ||||||||
| Mt. Pleasant | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson | Lewis Johnson |
| New Castle | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Marc Orser | Marc Orser | |||||
| North Castle | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted | Craig Useted |
| North Salem | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse | Drew Outhouse |
| Ossining | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Russell Curtin | Michael O’Connor | Michael O’Connor |
| Pound Ridge | Mort Miller | Mort Miller | Mort Miller | Mort Miller | Mort Miller | |||||
| Rye | Vincent Satione | Vincent Satione | Vincent Satione | Vincent Satione | Vincent Satione | |||||
| Scarsdale | Steven Pappalardo | Steven Pappalardo | Steven Pappalardo | Steven Pappalardo | Steven Pappalardo | |||||
| Somers | Clayton Osborne | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini |
| Yorktown | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo | Eric De Bartolo |
| Carmel | Ron DeFrancesco | Ron DeFrancesco | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone |
| Kent | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta |
| Putnam Valley | Milton Eagens | Milton Eagens | Milton Eagens | Earl Smith | Earl Smith | Earl Smith | Earl Smith | Earl Smith | Earl Smith | Earl Smith |
| Southeast | James Lawler | James Lawler | James Lawler | James Lawler | James Lawler | |||||
| Patterson | Bill Burdick | Bill Burdick | Charles Williams | Charles Williams | Charles Williams | Charles Williams | Charles Williams | Charles Williams | Charles Williams | Charles Williams |
| Phillipstown | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | |
| 2008 | 2009 | 2010 | 2011 | 2012 | 2013 | 2014 | 2015 | 2016 | 2017 | |
| Bedford | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn |
| Cortlandt | Kathleen Burleson | Kathleen Burleson | Kathleen Burleson | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman |
| Eastchester | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo | Hector DiLeo |
| Greenburgh | Al Regula | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi | Victor Carosi |
| Harrison | Robert Wasp | Robert Wasp | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson |
| Lewisboro | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger |
| Mamaroneck | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano | Lou Martirano |
| Mt. Kisco | Peter Scala | Peter Scala | Joseph Luppino | Joe Luppino | Joe Luppino | Joe Luppino | Joe Luppino | Joe Luppino | ||
| Mt. Pleasant | Lewis Johnson | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano | Peter Sciliano |
| New Castle | Anthony Vaccaro | Anthony Vaccaro | Anthony Vaccaro | Anthony Vaccaro | Anthony Vaccaro | Anthony Vaccaro | Anthony Vaccaro | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell |
| North Castle | Craig Useted | Craig Useted | Craig Useted | Richard Fon | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris |
| North Salem | Drew Outhouse | Drew Outhouse | Drew Outhouse | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh |
| Ossining | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor | Michael O’Connor |
| Pound Ridge | William Schelling | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield |
| Rye | Vincent Satione | Vincent Satione | Vincent Satione | Thomas Nardi | Thomas Nardi | John De Crescenzo | John De Crescenzo | John De Crescenzo | John De Crescenzo | |
| Scarsdale | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro | Benedict Salanitro |
| Somers | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini | Tom Chiaverini |
| Yorktown | Eric Di Bartolo | Eric Di Bartolo | Eric Di Bartolo | Eric Di Bartolo | Eric Di Bartolo | Eric Di Bartolo | Dave Paganelli | Dave Paganelli | Dave Paganelli | Dave Paganelli |
| Carmel | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone |
| Kent | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Tony Caravetta | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. |
| Putnam Valley | Earl Smith | Earl Smith | Earl Smith | Earl Smith | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb |
| Southeast | Mike Fila | Kevin Palmer | Kevin Palmer | Kevin Palmer | Kevin Palmer | Kevin Palmer | Mike Bruen | Mike Bruen | Mike Bruen | Mike Bruen |
| Patterson | Charles Williams | Charles Williams | Charles Williams | Gene Brandon | Russell Goff | Russell Goff | Russell Goff | Russell Goff | Russell Goff | Russell Goff |
| Phillipstown | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Roger Chirico | Carl Frisenda | Carl Frisenda |
| 2018 | 2019 | 2020 | 2021 | 2022 | 2023 | 2024 | 2025 | 2026 | 2027 | |
| Bedford | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | Kevin Winn | |||
| Cortlandt | Jeffrey Coleman | Stephen Ferreira | Stephen Ferreira | Stephen Ferreira | Stephen Ferreira | Stephen Ferreira | Stephen Ferreira | |||
| Eastchester | Hector DiLeo | Hector DiLeo | Hector DiLeo | Rocco Latella | Rocco Latella | Rocco Latella | Rocco Latella | |||
| Greenburgh | Victor Casosi | Victor Casosi | Victor Casosi | Richard Fon | Richard Fon | Richard Fon | Richard Fon | |||
| Harrison | Anthony Robinson | Anthony Robinson | Anthony Robinson | Anthony Robinson | Chris Parks | Chris Parks | Chris Parks | |||
| Lewisboro | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | Peter Ripperger | John Winter | |||
| Mamaroneck | Lou Martirano | Alan Casterella | Alan Casterella | Alan Casterella | John Barreto | John Barreto | John Barreto | |||
| Mt. Kisco | Joseph Luppino | Joseph Luppino | Joseph Luppino | Joseph Luppino | Joseph Luppino | Michael Corsi | Michael Corsi | |||
| Mt. Pleasant | Peter Sciliano | Richard Benkwitt | Richard Benkwitt | Richard Benkwitt | Richard Benkwitt | Richard Benkwitt | Richard Benkwitt | |||
| New Castle | Gerard Moerschell | Gerard Moerschell | Gerard Moerschell | Bart Carey | Bart Carey | Bart Carey | Bart Carey | |||
| North Castle | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | Jamie Norris | |||
| North Salem | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | Ward Hanaburgh | |||
| Ossining | Michael G. O’Connor | Peter Connelly | Peter Connelly | Peter Connelly | Peter Connelly | Peter Connelly | Peter Connelly | |||
| Pound Ridge | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | Vinnie Duffield | |||
| Rye | ||||||||||
| Scarsdale | Benedict Salanitro | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | Jeffrey Coleman | |||
| Somers | Thomas Chiaverini | Thomas Chiaverini | Nick Devito | Nick Devito | Nick Devito | Nick Devito | Nick Devito | |||
| Yorktown | David Paganelli | David Paganelli | David Paganelli | David Paganelli | David Paganelli | David Paganelli | David Paganelli | |||
| Carmel | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Simone | Michael Stern | |||
| Kent | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | Richard Othmer Jr. | |||
| Putnam Valley | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb | Lawrence Cobb | Shawn Keller | Shawn Keller | Shawn Keller | |||
| Southeast | Michael Bruen | Michael Bruen | Michael Burdick | Michael Burdick | Michael Burdick | Michael Burdick | Michael Burdick | |||
| Patterson | Russell Goff | Russell Goff | Russell Goff | Russell Goff | Russell Goff | Russell Goff | Russell Goff | |||
| Phillipstown | Carl Frisenda | Carl Frisenda | Carl Frisenda | Carl Frisenda | Carl Frisenda | Adam Hotaling | Adam Hotaling |
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
1938
| G. J. Cannon Eastchester | O.M. Quinn Mount Pleasant | H. Carpenter Somers | A.R. Bouton Lewisboro | Schmidt’s Farm Greenburgh |
1939
| G. J. Cannon Eastchester | O.M. Quinn Mount Pleasant | H. Carpenter Somers | A.R. Bouton Lewisboro | Murray’s |
1940
| A.R. Bouton Lewisboro | ||||
1941
| O.M. Quinn Mount Pleasant | R. Lawrence, Greenburgh H. Carpenter, Somers | B, Bradner, Harrison | A.R. Bouton Lewisboro | Schmidt’s Farm Greenburgh |
1942
| A.R. Bouton Lewisboro | Schmidt’s Farm Greenburgh | |||
1943
| A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |||
1944
| A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |||
1945
| A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |||
1946
| C.W. Brenning Cortlandt | B, Bradner, Harrison H.L. Wilcox, Mount Pleasant | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1947
| C.W. Brenning Cortlandt | B, Bradner, Harrison M. Weir, Rye | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1948
| M. Weir Rye | G. Morrow Mount Pleasant | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1949
| M. Weir Rye | G. Morrow Mount Pleasant | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1950
| L. Johnson Yorktown | W. Lamb Yorktown | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1951
| G. Morrow Mount Pleasant | W. Lamb Yorktown | A.W. Graff New Castle | Schmidt’s Farm Greenburgh |
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
1952
| G. Morrow Mount Pleasant | W. Lamb Yorktown | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1953
| G. Morrow Mount Pleasant | W. Lamb Yorktown | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1954
| W. Lamb Yorktown | E. Warnke Greenburgh | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1955
| W. Lamb Yorktown | E. Warnke Greenburgh | A.W. Graff New Castle | Schmidt’s Farm Greenburgh | |
1956
| B. Bradner Harrison | A. Baile Bedford | A.W. Graff New Castle | Holiday Inn Greenburgh | |
1957
| B. Bradner Harrison | A. Baile Bedford | A.W. Graff New Castle | Holiday Inn Greenburgh | |
1958
| A. Baile Bedford | H. Buckner Cortlandt | A.W. Graff New Castle | Holiday Inn Greenburgh | |
1959
| A. Baile Bedford | H. Buckner Cortlandt | A.W. Graff New Castle | Holiday Inn Greenburgh | |
1960
| E. Warnke Greenburgh | H. Buckner Cortlandt | G. Morrow Mount Pleasant | Holiday Inn Greenburgh | |
1961
| H. Buckner Cortlandt | R. Young Somers | G. Morrow Mount Pleasant | Holiday Inn Greenburgh | |
1962
| H. Buckner Cortlandt | R. Young Somers | W. Deems New Castle | Colonial Terrace Cortlandt | |
1963
| R. Young Somers | L. Russo Greenburgh | W. Deems New Castle | Holiday Inn Greenburgh | |
1964
| R. Young Somers | L. Russo Greenburgh | M. Rovello Mount Pleasant | W. Deems New Castle | Colonial Terrace Cortlandt |
1965
| L. Russo Greenburgh | M. Rovello Mount Pleasant | Irving Murray | W. Deems New Castle | Holiday Inn Greenburgh |
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
1966
| L. Russo Greenburgh | T. Flood Somers | Irving Murray | W. Deems New Castle | Colonial Terrace Cortlandt |
1967
| T. Flood Somers | S. Reynolds Lewisboro | G. Morrow Mount Pleasant | W. Deems New Castle | Colonial Terrace Cortlandt |
1968
| T. Flood Somers | M. Battistelli North Castle | L. Bouton Pound Ridge | W. Deems New Castle | Colonial Terrace Cortlandt |
1969
| S. Pavlica, Yorktown | M. Battistelli North Castle | R. Green Lewisboro | W. Deems New Castle | Colonial Terrace Cortlandt |
1970
| S. Pavlica, Yorktown | L. Bouton Pound Ridge | R. Green Lewisboro | W. Deems New Castle | Colonial Terrace Cortlandt |
1971
| R. Green Lewisboro | L. Bouton Pound Ridge | R. Curtin Ossining | W. Deems New Castle | Colonial Terrace Cortlandt |
1972
| R. Green Lewisboro | W. Aitchison Mamaroneck | R. Curtin Ossining | T. Flood Somers | Colonial Terrace Cortlandt |
1973
| W.S. Raven Mount Pleasant | W. Aitchison Mamaroneck | R. Curtin Ossining | T. Flood Somers | Colonial Terrace Cortlandt |
1974
| W.S. Raven Mount Pleasant | C. Wilson Cortlandt | R. Reis New Castle | T. Flood Somers | Colonial Terrace Cortlandt |
1975
| D. Brown Rye | R. Reis New Castle | H. Newmann Bedford | T. Flood Somers | Colonial Terrace Cortlandt |
1976
| D. Brown Rye | H. Newmann Bedford | J. Hynes Yorktown | T. Flood Somers | Colonial Terrace Cortlandt |
1977
| H. Newmann Bedford | J. Hynes Yorktown | W. Kelly Cortlandt | T. Flood Somers | Colonial Terrace Cortlandt |
1978
| H. Newmann Bedford | W. Kelly Cortlandt | D. Brown Rye | T. Flood Somers | Colonial Terrace Cortlandt |
1979
| W. Kelly Cortlandt | J. Ambrosio Eastchester | J. Ambrosio Eastchester | T. Flood Somers | Colonial Terrace Cortlandt |
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
1980
| W. Kelly Cortlandt | J. Ambrosio Eastchester | E. Kearin Lewisboro | T. Flood Somers | Colonial Terrace Cortlandt |
1981
| J. Ambrosio Eastchester | F. Beardsley Yorktown | E. Kearin Lewisboro | T. Flood Somers | Colonial Terrace Cortlandt |
1982
| J. Ambrosio Eastchester | F. Beardsley Yorktown | R. Black Mount Pleasant | D. Brown Rye | Colonial Terrace Cortlandt |
1983
| F. Beardsley Yorktown | R. Black Mount Pleasant | R. Scully Somers | D. Brown Rye | Colonial Terrace Cortlandt |
1984
| F. Beardsley Yorktown | R. Black Mount Pleasant | R. Scully Somers | D. Brown Rye | Colonial Terrace Cortlandt |
1985
| R. Black Mount Pleasant | E. Kearin Lewisboro | T. Leddy Mamaroneck | D. Brown Rye | Colonial Terrace Cortlandt |
1986
| W. Kelly Cortlandt | R. Curtin Ossining | T. Leddy Mamaroneck | D. Brown Rye | Colonial Terrace Cortlandt |
| 1987 | W. Kelly Cortlandt | R. DeLeo Eastchester | A. Alimonti Yorktown | D. Brown Rye | Colonial Terrace Cortlandt |
1988
| W. Kelly Cortlandt | R. DeLeo Eastchester | A. Alimonti Yorktown | D. Brown Rye | Colonial Terrace Cortlandt |
1989
| J. Maxwell Mount Pleasant | S. Waterbury Lewisboro | G. Hayes Bedford | D. Brown Rye | Colonial Terrace Cortlandt |
1990
| J. Maxwell Mount Pleasant | S. Waterbury Lewisboro | G. Hayes Bedford | D. Brown Rye | Colonial Terrace Cortlandt |
1991
| S. Waterbury Lewisboro | G. Hayes Bedford | A. Alimonti Yorktown | D. Brown Rye | Colonial Terrace Cortlandt |
1992
| S. Waterbury Lewisboro | ||||
1993
| S. Waterbury Lewisboro | W. Kelly Cortlandt | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
1994
| S. Waterbury Lewisboro | W. Kelly Cortlandt | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
1995
| S. Waterbury Lewisboro | W. Kelly Cortlandt | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
1996
| S. Waterbury Lewisboro | M. Eagens, Putnam Valley L. Johnson, Mt. Pleasant | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
1997
| R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester | ||
1998
| L. Johnson Mount Pleasant | M. Eagens, Putnam Valley C. Useted, No. Castle | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
1999
| L. Johnson Mount Pleasant | M. Eagens, Putnam Valley C. Useted, North Castle | R. Leo Jr. Honorary | G. Hayes Bedford | Lake Isle Eastchester |
2000
| C. Useted North Castle | M. Eagens, Putnam Valley S. Hill, Lewisboro | M. Simone Carmel | G. Hayes Bedford | Lake Isle Eastchester |
2001
| C. Useted North Castle | R. Chirico, Phillipstown S. Hill, Lewisboro | M. Simone Carmel | G. Hayes Bedford | Lake Isle Eastchester |
2002
| M. Simone Carmel | G. Hayes Bedford | Lake Isle Eastchester | ||
2003
| C. Useted North Castle | R. Chirico, Phillipstown S. Hill, Lewisboro | M. Simone Carmel | G. Hayes Bedford | Lake Isle Eastchester |
2004
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2005
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2006
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2007
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1995 – Organization name change to Westchester & Putnam Counties Association of Town Superintendents of Highways. VP Putnam County added
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
2008
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2009
| K. Burleson Cortlandt | ||||
2010
| M. O’Connor Ossining | K. Winn, Bedford M. Simone, Carmel | P. Sciliano Mount Pleasant | C. Useted North Castle | Villa Barone Mahopac
|
2011
| M. O’Connor Ossining | K. Winn, Bedford M. Simone, Carmel | P. Sciliano Mount Pleasant | C. Useted, Retired North Castle | Lake Isle Eastchester
|
2012
| M. O’Connor Ossining | K. Winn, Bedford M. Simone, Carmel | P. Sciliano Mount Pleasant | C. Useted, Retired North Castle | Lake Isle Eastchester
|
2013
| Kevin Winn Bedford | P. Sciliano, Mount Pleasant M. Simone, Carmel | W. Hanaburgh North Salem | C. Useted, Retired North Castle | Lake Isle Eastchester
|
2014
| Kevin Winn Bedford | P. Sciliano, Mount Pleasant M. Simone, Carmel | W. Hanaburgh North Salem | C. Useted, Retired North Castle | Villa Barone Mahopac |
2015
| Kevin Winn Bedford | P. Sciliano, Mount Pleasant M. Simone, Carmel | W. Hanaburgh North Salem | C. Useted, Retired North Castle | Villa Barone Mahopac
|
2016
| Peter Sciliano Mount Pleasant | W Hanaburgh, North Salem M. Simone, Carmel | L. Cobb Putnam Valley | C. Useted, Retired North Castle | Villa Barone Mahopac
|
2017
| Peter Sciliano Mount Pleasant | W Hanaburgh, North Salem M. Simone, Carmel | L. Cobb Putnam Valley | C. Useted, Retired North Castle | Lake Isle Eastchester |
It is significant to note that for the period 1938 through 1990, the Association Secretary may have been a Highway Superintendent but for a number of
years, the person keeping the minutes and handling correspondence was typically a Secretary of one of the Highway Superintendents. One name which
appears in the meeting minutes is Frances Reiter from the Town of Mount Pleasant.
| Year | President | Vice President | Secretary | Treasurer | Location Annual Dinner Dance |
2018
| Michael Simone Carmel | W. Hanaburgh, North Salem L. Cobb, Putnam Valley | Michael G. O’Connor Ossining | C. Useted, Retired North Castle | Dinner Cruise World Yacht |
2019
| Michael Simone Carmel | W. Hanaburgh, North Salem L. Cobb, Putnam Valley | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | Dinner Lake Isle |
2020
| Michael Simone Carmel | W. Hanaburgh, North Salem L. Cobb, Putnam Valley | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | Cancelled |
2021
| Ward Hanaburgh North Salem | Nick Devito, Somers L. Cobb, Putnam Valley | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | Dinner Westchester Manor |
2022 | Ward Hanaburgh North Salem | Nick Devito, Somers Michael Burndick, Southeast | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | Not Held |
2023
| Ward Hanaburgh North Salem | Nick Devito, Somers Michael Burndick, Southeast | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | Casa Rina in Thornwood |
2024 | Nick Devito, Somers | Rocco Latella, Eastchester Michael Burndick, Southeast | Michael G. O’Connor Ossining (Retired) | C. Useted, Retired North Castle | TBD |
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