Gerald Loeb Award for Small Newspapers (1974–1983, 1985–2008)
(1974–1979)
1974: Livingston Taylor
1975: Tom Miller
1976: David R. Francis
1977 (tie): Sally Jones, Rosemary Shinohara
1977 (tie): Larry Kramer
1978: Harold Chucker
1979: Philip Moeller
(1980–1989)
1980: Joe R. Cordero, Tim W. Ferguson
1981: Gary M. Hector
1982: Phil Norman
1982 (HM) Staff of the Sentinel Star
1982 (HM): Scott Abrahams, Alex Beasley, Sharon Carrasco, Jim Clark, Keay Davidson, John C. Van Gieson, Anne Groer, Noel Holston, Charlie Jean, Dean Johnson, Robert Johnson, Larry Lipman, Susan Taylor Martin, Jim Nesbitt, Jim Runnels, Thomas Sabulis, Wendy Spirduso
1983: Phillip L. Zweig
1984: no award
1985: Beth McLeo, Lawrence Spohn, Stan Swofford, Greta Tilley
1986: Mark L. Zusman
1986 (HM): Jan Brogan
1987: Brent Walth
1988: Paul Farhi
1988 (HM): Julie Bird
1989: Howard Gold
(1990–1999)
1990: Gary Belsky, Phyllis Furman
1991: Phyllis Furman, Linda Moss
1992: M. Rex Smith, Emory Thomas Jr.
1993: Michael Hinkelman, Emory Thomas Jr.
1994: Lance Williams
1995: Jim Lynch , Karen Dorn Steele
1996: Kim Fararo
1997: Lynda V. Mapes
1998: Amy Baldwin, Amy Hetzner
1999: Bill Heisel Jr., Jennifer Hieger
(2000–2008)
2000: Harris Meyer
2001: Bruce Rushton
2002: Janet Patton
2003: Eric Eyre , Scott Finn
2004: Kate Long
2005: Craig Troianello
2006: Christina Gostomski
2007: Michelle Breidenbach, Mike McAndrew
2008: Tony Bartelme
Gerald Loeb Award for Medium Newspapers (1987–2008)
(1987–1989) (1990–1999)
1990: Andy Hall, Jerry Kammer
1991: Bill Dalton, Mike Hendricks, Chris Lester
1992: John Fauber, Jack Norman
1993: Pete Carey , Lewis M. Simons
1994: Larry Keller, Fred Schulte
1995: Susan Finch, Mike Hughlett, Peter Nicholas, James O'Byrne, Mark Schleifstein
1996: Bruce Locklin, Michael Moore, Debra Lynn Vial
1997: Liz Pulliam, Elliot Blair Smith, Cathy Taylor
1998: Larry Arnold, William Conroy, Rick Linsk, Nancy Shields, Terri Somers, John T. Ward
1999: Jenni Bergal, Fred Schulte
(2000–2008)
2000: Janet L. Fix, Jeffrey Taylor , Alison Young
2001: Ramsey Campbell, Sean Holton, Jim Leusner, Robert Sargent
2002: Pamela Coyle, Ronette King, Jeffrey Meitrodt, Mark Schleifstein
2003: Jeff Harrington, Deborah O'Neil
2004: Fred Schulte
2005: Jeff Plungis, Bill Vlasic
2006: Joshua Boak, Jim Drew, Steve Eder, Christopher Kirkpatrick, Mike Wilkinson
2006 (HM): David Heath , Luke Timmerman
2007: Gady A. Epstein, Stephanie Desmon, Chiaki Kawajiri
2008: Binyamin Appelbaum , Liz Chandler, Ted Mellnik, Lisa Hammersly Munn, Peter St. Onge
Gerald Loeb Award for Medium & Small Newspapers (2009–2012)
(2009)
2009: Rob Barry, Jack Dolan, Matthew Haggman
2009 (HM): Ames Alexander, Kerry Hall, Ted Mellnik, Peter St. Onge, Franco Ordoñez
(2010–2012)
Small & Medium Newspapers (2013–2014)
(2013–2014)
2013 (tie): Ames Alexander, Karen Garloch, Joseph Neff, David Raynor
2013 (tie): Mandy Locke, David Raynor
2014: John Fauber, Ellen Gabler , Mark Johnson, Allan James Vestal, Kristyna Wentz-Graff