{{Short description|American gridiron football player and coach (1949–2023)}} {{Use mdy dates|date=July 2024}} {{Infobox gridiron football person | name = Win Headley | image = | alt = | caption = | birth_date = {{birth date|1949|7|4}} | birth_place = Culver City, California, U.S. | death_date = {{death date and age|2023|1|18|1949|7|4}} | death_place = Naples, Florida, U.S. | number = | import = yes | position1 = Offensive guard | height_ft = 6 | height_in = 3 | weight_lb = 245 | college = Wake Forest | high_school = Staples (Westport, Connecticut) | NFLDraftedYear = 1971 | NFLDraftedRound = 8 | NFLDraftedPick = 193 | coaching_years1 = 1972–1973 | coaching_team1 = Winston-Salem State Rams (AC) | coaching_years2 = 1973–1975 | coaching_team2 = Wake Forest Demon Deacons (AC) | coaching_years3 = 1975–1982 | coaching_team3 = Princeton Tigers (AC) | playing_years1 = {{NFL Year|1971}} | playing_team1 = Green Bay Packers* | playing_years2 = 1971 | playing_team2 = Hartford Knights | playing_years3 = {{CFL Year|1972}} | playing_team3 = Montreal Alouettes | career_highlights = * First-team All-American (1970) * First-team All-ACC (1970) }} '''Winthrop Sargent Headley''' (July 4, 1949 – January 18, 2023) was an American football offensive guard who played one season with the Montreal Alouettes of the Canadian Football League (CFL). He was drafted by the Green Bay Packers of the National Football League (NFL) in the eighth round of the 1971 NFL draft. He played college football at Wake Forest University. Headley was also a member of the Hartford Knights of the Atlantic Coast Football League (ACFL).<ref>{{cite web|url=https://www.profootballarchives.com/playerh/head00330.html|title=Win Headley CFL Stats and Bio|website=profootballarchives.com|access-date=June 28, 2023}}</ref>
==Early life== Headley played high school football at Staples High School in Westport, Connecticut.<ref name="A"/> He earned All-County and All-State honors as well as being selected to the New York Giants Tri-State Football Team his senior year in 1969.<ref name="A"/> He also participated in wrestling, earning All-County honors and winning the state heavyweight championship in his senior season.<ref name="A">{{cite web|url=http://www.sportsmenofwestport.org/2007_honorees.htm |title=Win Headley |publisher=sportsmenofwestport.org |accessdate=May 1, 2015 |url-status=dead |archiveurl=https://web.archive.org/web/20150502003608/http://www.sportsmenofwestport.org/2007_honorees.htm |archivedate=May 2, 2015 }}</ref>
==College career== Headley was a three-year starter at defensive tackle for the Wake Forest Demon Deacons. The Demon Deacons won their first Atlantic Coast Conference championship in 1970 as Headley was named First-team All-ACC and voted team MVP.<ref name="A"/><ref name="B">{{cite web|url=http://grfx.cstv.com/photos/schools/wake/sports/m-footbl/auto_pdf/193-208.pdf |title=History & Tradition |publisher=grfx.cstv.com |accessdate=August 6, 2015 |url-status=dead |archiveurl=https://web.archive.org/web/20150806151750/http://grfx.cstv.com/photos/schools/wake/sports/m-footbl/auto_pdf/193-208.pdf |archivedate=August 6, 2015 }}</ref> He was also named a Second-team All-American by the Walter Camp Foundation and an All-American by the National Education Association.<ref name="A"/><ref name="B"/> He was named co-recipient of the Arnold Palmer Award, which is given to Wake Forest's best male athlete, in the spring of 1971.<ref name="A"/><ref name="B"/> Headley also won the Bill George Award, which is given to Wake Forest's best lineman, in 1970.<ref name="B"/> He was inducted into the Wake Forest Sports Hall of Fame in 1994.<ref name="A"/><ref>{{cite web|url=http://www.wakeforestsports.com/trads/hof-mainpage.html |title=Wake Forest Sports Hall of Fame |publisher=wakeforestsports.com |accessdate=May 1, 2015 |url-status=dead |archiveurl=https://web.archive.org/web/20150502005634/http://www.wakeforestsports.com/trads/hof-mainpage.html |archivedate=May 2, 2015 }}</ref>
==Professional career== Headley was selected by the Green Bay Packers of the NFL with the 193rd pick in the 1971 NFL draft and converted to offensive guard.<ref name="A"/><ref>{{cite web | url=https://www.pro-football-reference.com/years/1971/draft.htm | title=1971 NFL Draft | publisher=Sports Reference LLC | work=pro-football-reference.com | accessdate=May 1, 2015}}</ref> He was released before the start of the regular season.<ref name="A"/> He played for the Hartford Knights of the ACFL in 1971.<ref name="A"/> Headley was signed by the CFL's Montreal Alouettes in March 1972.<ref>{{cite news | url=https://news.google.com/newspapers?id=tnVQAAAAIBAJ&sjid=6hAEAAAAIBAJ&pg=3441,2665714&dq=win+headley+montreal | title=2 Join Alouettes | work=The Milwaukee Sentinel | date=March 9, 1972 | accessdate=May 1, 2015}}</ref> He played in two games for the Alouettes in 1972.<ref>{{cite web|url=http://www.cflapedia.com/Players/h/headley_win.htm |title=Win Headley |publisher=cflapedia.com |accessdate=May 1, 2015 |url-status=dead |archiveurl=https://web.archive.org/web/20150502003132/http://www.cflapedia.com/Players/h/headley_win.htm |archivedate=May 2, 2015 }}</ref>
==Coaching career== Headley served as an assistant coach for the Winston-Salem State Rams from 1972 to 1973.<ref name="A"/> He was an assistant coach with the Wake Forest Demon Deacons from 1973 to 1975.<ref name="A"/> He served as an assistant coach for the Princeton Tigers from 1975 to 1982.<ref name="A"/> Headley returned to coaching at the high school level in 2003 and has served as a coach at several schools, including Princeton Day School in Princeton, New Jersey and Montgomery High School in Skillman, New Jersey.<ref name="A"/><ref>{{cite web|url=http://mhscougars.com/site/wp-content/uploads/2010/09/Page-1-Football-program.pdf |title=Montgomery High School Cougar Football 2010 |publisher=mhscougars.com |accessdate=May 1, 2015 |url-status=dead |archiveurl=https://web.archive.org/web/20150502010520/http://mhscougars.com/site/wp-content/uploads/2010/09/Page-1-Football-program.pdf |archivedate=May 2, 2015 }}</ref>
==References== {{reflist}}
{{Green Bay Packers 1971 NFL draft picks}}
{{DEFAULTSORT:Headley, Win}} Category:1949 births Category:2023 deaths Category:American football offensive guards Category:American football defensive tackles Category:Canadian football offensive linemen Category:Players of Canadian football from California Category:Wake Forest Demon Deacons football players Category:Green Bay Packers players Category:Montreal Alouettes players Category:Winston-Salem State Rams football coaches Category:Wake Forest Demon Deacons football coaches Category:Princeton Tigers football coaches Category:High school football coaches in New Jersey Category:Players of American football from Culver City, California Category:Players of American football from Fairfield County, Connecticut Category:People from Westport, Connecticut Category:Staples High School alumni Category:Atlantic Coast Football League players Category:20th-century American sportsmen