| Year | Outstanding Associate Member | Company |
| 1988-1989 | Betty McPherson | F.P.I.S., Inc. |
| 1989-1990 | Fred Ford | SEE Magazine |
| 1990-1991 | John Roberts | Central Florida Press |
| 1991-1992 | John Welday | Southeast Advantage |
| 1992-1993 | Theresia Hauger | Vacation Stretchers |
| 1993-1994 | Larry Van Dusseldorp | VanDee Distribution Services |
| 1994-1995 | J.D. Sobol | 3M Media |
| 1995-1996 | Chuck Wray, Jr. | Welcome Guide-Maps |
| 1996-1997 | Barbara Kenney | Kenney Communications, Inc. |
| 1997-1998 | Bob Bacon | MGA |
| 1998-1999 | Shawn Ulrich | Eller Media |
| 1999-2000 | Eileen Dubin | CTM Brochure Display |
| 2000-2001 | Drake Decker | Florida Suncoast Tourism Promotions |
| 2001-2002 | Mike White | Exit Info. |
| 2002-2003 | Sandra Gray | USI Insurance Services Corp. |
| 2003-2004 | Mark Reid | Best Read Guide |
| 2004-2005 | Sharon Creedon | Miles Media Group |
| 2005-2006 | Ruth Ann Kenney | Kenney Communications, Inc. |
| 2006-2007 | Nick Romeo | SEE Visitors Magazines |
| 2007-2008 | Tera Kenney | Kenney Communications, Inc. |
| 2008-2009 | Linda Higgins | FPIS Brochure Distribution and Travel Marketing |
| 2009-2010 | Lauren Middleton | FPIS Brochure Distribution and Travel Marketing |
