We have dozens, but some of the better ones:
Magellan Award: Awarded for excellence in interstellar navigation.
Created for Sakura when he was leading a gang and running from Proviblob and ran us straight into a dead end without realizing it. We had to log the fleet off because there were 60 hostiles after the 8 of us and we didn't really want to bounce safespots for 8 hours until they all got bored. Has been given out 6 more times since (1 of those to Sakura...again).
Absolutely Fabulous: Awarded for showing conspicuous amounts of taste, unwanted affection towards the same sex and general elitism.
Speaks for itself tbh. One was given to Vendrin for doing a body shot off of Misan at fanfest, for instance.
Smooth Operator: What is it that draws girls to this suave gentleman? Is it the self-assured swagger, or perhaps that laconic brassiness? Whatever it is, ladies, don't be careless with your heart.
Nem has one of these, and Vendrin earned one for "the heroic conquest of an Icelandic viking-chick at fanfest, impaling her with a heavy meat missile of the Vendrin variety."
Keep Him Alive I'm Almost There: The bearer of this award has distinguished himself with an unrelenting drive to leave his name on every killmail human eyes will read. The profound joy that comes from watching his position rise on a killboard's top list is a pleasure matched only by the sight of bitter abuse frothing in vain from his victim's lips.
Baggio: Awarded for excellence in snatching defeat from the welcoming arms of victory, against all odds.
Given to Celedris for costing the SF AT5 team placement out of the group stages. TL;DR, match was 6 am his time, we'd been up since two hours before that to prepare. He was in an ewar frig. We had the match well in hand, but he literally fell asleep at the wheel and his ewar frigate drifted into drone control range of the opposition team and he died. In AT5, winning without a loss meant an extra 25 points on top of the normal 100--we failed to qualify past the group stages by 16 points as I recall.
I Fought the Law and the Law Won: Awarded for either a complete lack of situational awareness, or casual disregard for the capabilities of local law enforcement. The bearer of this medal might be down one ship, but at least they got something shiny out of it.
I may have earned this one by finding myself in highsec with a GCC while in a very expensively fit T3 ship. Twice. This is also the most commonly given award, by far. Like, more than twice as many as the next most common.
The Eeyore: Awarded for showing an outstanding lack of enthusiasm, utter disregard for having anything constructive to say and generally being poopy pants.
Bullet Magnet: Nothing says "shoot me, not my fleet" quite like antimatter charges at point-blank range.
Given out a handful of times to people who've charged into fights with no hope of survival in ships that no one in their right minds would field in that situation.
Victim of Vengeance: Awarded to those unfortunate enough to get caught in presumably safe high security space with their proverbial pants around their ankles by someone with kill rights.
Silver-Tongued Slanderer: One who has demonstrated exemplary effort in riling up an opponent and striking blows to their morale with the masterful use of words.
Among others, awarded to Namamai for "coming up with the unused but epic line 'I was going to recommend better use of punctuation, but I can see you're already having issues with your period.'"
Elitist Bastard: We know best.
The Steamroller: Only those with the most massive, well developed jaw muscles can strive toward snatching up this bauble. Given to those with the gift of gab, most of its recipients have been voted "most likely to wear out their push to talk button."
Freighter Whisperer: Patience, dedication, and an astounding amount of luck in getting capital pilots to undock.
Believe this one was created when Atandros spent nearly an entire day watching a war target in a JF that was obviously desperate to move the thing and eventually after hours of stalking, the prey felt comfortable enough to give it a go--only to be intercepted in the next system.
Pith Decoration: The bearer of this award eschews the baroque and circuitous in favor of trim brevity. "I'm here to kick ass and chew bubble gum...and I'm all outta gum." - Unknown warrior-philosopher from an age long forgotten.
Necrophiliac: Awarded to any member who has displayed a consistent fetish for frozen corpses and is known not only to hold gangs while he collects them but to eschew all other loot in favor of his precious meat popsicles.
The Steel Seedbearer: Awarded to those pilots who bolt into chaos to secure victory, reacting to impossible odds with the right attitude of healthy contempt.
Given only once, to Namamai for managing to hold down a Nyx for almost two full minutes by himself in a Flycatcher while we all reshipped into dictors/hics/batfoaned for help.