The Enterprise Trophy: Futility Award
| Year | Character | World | Player | Race | Class | Reason |
| 1981 | Tobar | Dafan | Mark | Human | Mk | Feigns death in front of enveloper, gets absorbed |
| 1982 | Alain-X | Dafan | Alain | Human | T | Tries to join party, guard dogs kill, party never knows |
| 1983 | [party] | Dafan | -- | -- | -- | 4 attempts to enter Aerie of the Slave Lords |
| 1984 | [party] | Dafan | -- | -- | -- | Sex, pranks, drinks, banishment; instead of adventures |
| 1985 | Ell Kara | Dafan | NPC | Hbgbln | WrC | Attempts to warn anyone of coming Hobgoblin war |
| 1986 | Lanefan | Dafan | Keith | Human | F | Waits for ages for party then tortured, tried, and killed |
| 1987 | no award | |||||
| 1988 | Samantha | Telenet | Charlotte | Hobbit | NtC | Resurrects Pugsley so he can leave her and die again |
| 1989 | Astacoe | Dafan | Keith | Human | F | Rescued from hell only to die, and then retire |
| 1990 | Amberyle | Telenet | Maureen | Human | Ill-T | Dies through attempting to avoid a 6 g.p. hotel bill |
| 1991 | Durin W | Telenet | Alan | Dwarf | F | His weeks-long trial that nearly sank the game |
| 1992 | Yuki | Telenet | Dave E | Human | T | Dies in pub before ever meeting party |
| 1993 | Cybal | Mudra | Rob | Gnome | NrC | Very ignoble quasi-end to her career |
| 1994 | Shawn | Hobtka | Alan | PartElf | MU | Kills self with own design of shock delivery system |
| 1995 | [party] | Hobtka | -- | -- | -- | Loss of half party to get to back of Mixene front door |
| 1996 | Hamfast | Hobtka | Alan | Hobbit | T | Death by illusion just before Dumystor warns party of it |
| 1997 | Dumystor | Hobtka | Keith | Human | R | Unexpected return to bad situation on Telenet |
| 1998 | Boris | Riveria | Randie | Human | R | Does huge amounts of damage to near-dead foes, often |
| 1999 | Flasheart | Riveria | [Erin] | Human | T | The arguments surrounding her entire career |
| 2000 | Throy | Riveria | Alan | Dwarf | F | Death by bucket in Dragon Mountains |
| 2001 | Grolsch | Riveria | John | PartOrc | T | Very bad first impression on party on introduction |
| 2002 | Woodfin | Beory | Kim | Elf | R | Gets stuck down by every glue-bomb, then killed |
| 2003 | [players] | Riveria | -- | -- | -- | Attempts to keep tea-cosy on teapot |
| 2004 | Perry | Riveria | Alan | PtHobt | MU-T | Teleports Fulvin out of danger and kills him in process |
| 2005 | Perry | Riveria | Alan | PtHobt | MU-T | In general |
| 2006 | Thistle | Riveria | Bryony | Elf | MU-T | Hopeless attempts to make money via Bag of Beans etc. |
| 2007 | -- | -- | Matt (joint) | -- | -- | Keeping characters alive |
| Keith (joint) | ||||||
| 2008 | -- | Beory |
Alan (tie) |
-- | -- | Adapting to 3/3.5e AD&D rules |
| Khadrous (tie) | Decast | Chad | Human | Bard | incites an entire village to riot against him and dies | |
| 2009 | [party] | Beory | -- | -- | -- | Repeated failed attempts to kill a Demon |
| 2010 | -- | NewDfn | Lawrence | -- | -- | Remembering X is named X and not Appppil |
| 2011 | -- | Beory | Rob | -- | -- | Rolls 6 1's in a row after a series of 2's, loses lots of his and other people's gear |