Awarded for outstanding service to the HERD and the Airborne Community
Wanted info on who was the Sky Soldier of the year
| 1988 | Mike Schwartz |
| 1989 | |
| 1990 | |
| 1991 | |
| 1992 | Joe Atchinson |
| 1993 | Joe Parra |
| 1994 | Ken Gaudet |
| 1995 | Russell D. Ward |
| 1996 | CSM Ed Profitt & Cary Rutland |
| 1997 | Col. John Tyler |
| 1998 | Bill Ward |
| 1999 | Hugh Robinson |
| 2000 | Al Roscon |
| 2001 | Col. Ken Smith |
| 2002 | |
| 2003 | |
| 2004 | |
| 2005 | CW3 James Bradley |
| 2006 | |
| 2007 | |
| 2008 | |
| 2009 | |
| 2010 |