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- The Annie (Ann Spencer Sports Connector Award)
Pennsylvania
| SPORTSCASTERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Merrill | Reese | Eagles/94.1 WIP, Philadelphia |
| 2023 | John | Clark | NBCSports Philadelphia, Philadelphia |
| 2022 | Scott | Franzke | Phillies/WIP Radio, Philadelphia |
| 2021 | Marc | Zumoff | 76ers/NBC Sports Philadelphia, Philadelphia |
| 2020 | Michael | Barkann | NBC 10/NBC Sports Philadelphia, Philadelphia |
| 2019 | John | Clark | NBC 10/NBC Sports Philadelphia, Philadelphia |
| 2018 | Marc | Zumoff | 76ers/NBC Sports Philadelphia |
| 2017 | Marc | Zumoff | 76ers/NBC Sports Philadelphia |
| 2016 | Merrill | Reese | Eagles Radio Network (WIP), Philadelphia |
| 2015 | Scott | Franzke | 94 WIP Phillies Radio Network, Philadelphia |
| 2014 | Tom | McGinnis | Philadelphia 76ers Radio/WPEN |
| 2013 | Tom | McCarthy | Phillies TV Network/Comcast SportsNet Philly, Philadelphia |
| 2012 | Derrick | Gunn | Comcast Sports Net, Philadelphia |
| 2011 | Jim | Jackson | Comcast Sports Net/Flyers and Phillies Radio Network, Philadelphia |
| 2010 | Scott | Franzke | Philadelphia Phillies Radio Network |
| 2009 | Merrill | Reese | Philadelphia Eagle/WYSP |
| 2008 | Merrill | Reese | Philadelphia Eagle/WYSP |
| 2007 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2006 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2005 | Ron | Burke | Comcast Sports Network, Philadelphia |
| 2004 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2003 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2002 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2001 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 2000 | Merrill | Reese | WYSP, Philadelphia |
| 1999 | Neil | Hartman | Comcast Sports Network, Philadelphia |
| 1998 | Michael | Barkann | Comcast Sports Network, Philadelphia |
| 1997 | Merrill | Reese | WYSP, Philadelphia |
| 1996 | Harry | Kalas | WPHL-TV, Philadelphia |
| 1995 | Harry | Kalas | WPHL-TV, Philadelphia |
| 1994 | Harry | Kalas | WPHL-TV, Philadelphia |
| 1993 | Harry | Kalas | WPHL-TV, Philadelphia |
| 1992 | Harry | Kalas | WTXF TV, Philadelphia |
| 1991 | Rich | Ashburn | WTXF TV, Philadelphia |
| 1990 | Harry | Kalas | WTXF TV, Philadelphia |
| 1989 | Harry | Kalas | WTXF TV, Philadelphia |
| 1988 | Harry | Kalas | WTXF TV, Philadelphia |
| 1987 | Harry | Kalas | WTAF, Philadelphia |
| 1986 | Harry | Kalas | WTAF, Philadelphia |
| 1985 | Harry | Kalas | WTAF, Philadelphia |
| 1984 | Harry | Kalas | WTAF, Radnor |
| 1983 | Harry | Kalas | WTAF, Philadelphia |
| 1982 | Harry | Kalas | WPHL, Radnor |
| 1981 | Harry | Kalas | WPHL, Radnor |
| 1980 | Harry | Kalas | WPHL, Radnor |
| 1979 | Myron | Cope | WATE, Pittsburgh |
| 1978 | Harry | Kalas | Philadelphia Phillies |
| 1977 | Ray | Scott | Penn State Football |
| 1976 | Tom | Brookshier | WCAU, Philadelphia |
| 1975 | Bob | Prince | KDKA, Pittsburgh |
| 1974 | Bob | Prince | KDKA, Pittsburgh |
| 1973 | Bob | Prince | KDKA, Pittsburgh |
| 1972 | Bob | Prince | KDKA, Pittsburgh |
| 1971 | Bob | Prince | KDKA, Pittsburgh |
| 1970 | Bob | Prince | KDKA, Pittsburgh |
| 1969 | Bob | Prince | KDKA, Pittsburgh |
| 1968 | Bob | Prince | KDKA, Pittsburgh |
| 1967 | Bob | Prince | Pittsburgh Pirates |
| 1966 | Bob | Prince | KDKA, Pittsburgh |
| 1965 | Bob | Prince | KDKA, Pittsburgh |
| 1964 | Bob | Prince | KDKA, Pittsburgh |
| 1963 | Bob | Prince | KDKA, Pittsburgh |
| 1962 | Bill | Campbell | WCAU, Philadelphia |
| 1961 | Bill | Campbell | WCAU, Philadelphia |
| 1960 | Bob | Prince | KDKA, Pittsburgh |
| 1959 | Ray | Scott | WTAE, Pittsburgh |
| SPORTSWRITERS | |||
| Year | First | Last | Affiliation, City |
| 2024 | Matt | Breen | Philadelphia Inquirer, Philadelphia |
| Mike | Sielski | Philadelphia Inquirer, Philadelphia | |
| 2023 | Mike | Jensen | The Philadelphia Inquirer, Philadelphia |
| Olivia | Reiner | The Philadelphia Inquirer, Philadelphia | |
| 2022 | Keith | Pompey | Philadelphia Enquirer, Philadelphia |
| Audrey | Snyder | The Athletic, State College | |
| 2021 | Jim | Salisbury | NBC Sports Philadelphia |
| 2020 | Matt | Gelb | The Athletic, Philadelphia |
| 2019 | Bob | Ford | Philadelphia Inquirer |
| 2018 | Zach | Berman | Philadelphia Inquirer & Daily News, Philadelphia |
| 2018 | Matt | Gelb | The Athletic, Philadelphia |
| 2017 | Jim | Salisbury | NBC Sports Philadelphia |
| 2016 | Bob | Cooney | Philadelphia Daily News, Philadelphia |
| 2015 | Mike | Sielski | Philadelphia Inquirer |
| 2014 | Bob | Ford | Philadelphia Daily News |
| 2013 | Jim | Salisbury | Comcast SportsNet Philly, Philadelphia |
| 2012 | Gene | Collier | The Pittsburgh Post-Gazette |
| 2011 | Bob | Ford | The Philadelphia Inquirer |
| 2010 | Bob | Ford | The Philadelphia Inquirer |
| 2009 | Rich | Hofmann | Philadelphia Daily News |
| 2008 | Todd | Zolecki | Philadelphia Inquirer |
| 2007 | Phil | Jasner | Philadelphia Daily News |
| 2006 | Bob | Ford | The Philadelphia Inquirer |
| 2005 | Bob | Ford | The Philadelphia Inquirer |
| 2004 | Bob | Ford | The Philadelphia Inquirer |
| 2003 | Mike | Kern | The Philadelphia Daily News |
| 2002 | Rich | Hofmann | The Philadelphia Daily News |
| 2001 | Dick | Jerardi | The Philadelphia Daily News |
| 2000 | Rich | Hofmann | The Philadelphia Daily News |
| 1999 | Phil | Jasner | The Philadelphia Daily News |
| 1998 | Sam | Donnellon | The Philadelphia Daily News |
| 1997 | Rich | Hofmann | The Philadelphia Daily News |
| 1996 | Bill | Conlin | The Philadelphia Daily News |
| 1995 | Rich | Hofmann | The Philadelphia Daily News |
| 1994 | Jayson | Stark | The Philadelphia Inquirer |
| 1993 | Ray | Didinger | The Philadelphia Daily News |
| 1992 | Ray | Didinger | The Philadelphia Daily News |
| 1991 | Ray | Didinger | The Philadelphia Daily News |
| 1990 | Ray | Didinger | The Philadelphia Daily News |
| 1989 | Rich | Hofmann | The Philadelphia Daily News |
| 1988 | Ray | Didinger | The Philadelphia Daily News |
| 1987 | Stan | Hochman | The Philadelphia Daily News |
| 1986 | Jayson | Stark | The Philadelphia Inquirer |
| 1986 | Mark | Whicker | The Philadelphia Daily News |
| 1985 | Stan | Hochman | The Philadelphia Daily News |
| 1984 | Bill | Lyon | The Philadelphia Inquirer |
| 1983 | Bill | Lyon | The Philadelphia Inquirer |
| 1982 | Bill | Lyon | The Philadelphia Inquirer |
| 1981 | Bill | Lyon | The Philadelphia Inquirer |
| 1980 | Bill | Lyon | The Philadelphia Inquirer |
| 1979 | Bill | Lyon | The Philadelphia Inquirer |
| 1978 | Tom | Cushman | The Philadelphia Daily News |
| 1977 | Bill | Lyon | The Philadelphia Inquirer |
| 1976 | Frank | Dolson | The Philadelphia Bulletin |
| 1975 | Phil | Musick | The Pittsburgh Press |
| 1974 | Frank | Dolson | The Philadelphia Inquirer |
| 1973 | Frank | Dolson | The Philadelphia Inquirer |
| 1972 | Frank | Dolson | The Philadelphia Inquirer |
| 1971 | Roy | McHugh | The Pittsburgh Press |
| 1970 | Gene | Cuneo | The Times, Erie |
| 1969 | Gene | Cuneo | The Times, Erie |
| 1968 | Sandy | Grady | Philadelphia Bulletin |
| 1967 | Stan | Hochman | Philadelphia Daily News |
| 1966 | Roy | McHugh | The Pittsburgh Press |
| 1965 | Roy | McHugh | The Pittsburgh Press |
| 1964 | Al | Abrams | Pittsburgh Post Gazette |
| 1963 | Chet | Smith | The Pittsburgh Press |
| 1962 | Al | Abrams | Pittsburgh Post Gazette |
| 1961 | Al | Abrams | Pittsburgh Post Gazette |
| 1960 | Chet | Smith | Pittsburgh Press |
| 1959 | Lester | Biederman | Pittsburgh Press |