- Complete Monster: Director of Imperial Intelligence Ysanne Isard is Empress in all but name after the death of Palpatine, having risen to her position by betraying and killing her own father. Brutally oppressing nonhumans and ordering strikes against the Rebels, Ysard has her rivals assassinated, while having countless people taken aboard her Super Star destroyer the Lusankya and tortured to be mindless drones or sleeper agents. Worse still, Isard ordered the creation of the Krytos Plague, which causes infected nonhumans to die horribly, and set it loose on Coruscant before the Rebels captured it. This was so that the New Republic would both bankrupt itself trying to treat the infected and tear itself apart along species lines, as resentment towards immune humans rose. When Coruscant falls, Isard flees on the Lusankya, tearing out of the heart of Coruscant and slaughtering untold numbers of innocents. Willing to torture countless sentient beings and tear the galaxy apart in her quest for power, Isard repeatedly demonstrates why she is worthy of the moniker "Ice-Heart".
- Crazy Awesome: What the Wraiths come up with when they're working together (for example, the Lunatic plan, which gets them from floating helplessly in deep space to hijacking an Imperial warship). Lampshaded numerous times by Wedge.Wedge: Wes, they're doing it to me again.Janson: Yub, yub, Commander.
- Ensemble Dark Horse: Tycho Celchu. Stackpole didn't know he would become so popular when he created him. And in a way, Wedge Antilles, who has a small but devoted set of fans. There's also Wes Janson, who was offscreen for the first four books, reached this status incredibly quickly when he replaced Tycho as Wedge's "on-screen" second-in-command and brought the funny with him.
- Janson: Performing a puppet show while flying is a felony on some worlds.
- Harsher in Hindsight: Isard's Revenge (published 1999) has several rather eerie parallels with the Iraq War: a highly controversial invasion of a neutral power to depose a dictator for political reasonsnote , publicly spurred on by supposed evidence of a bogus superweapon.
- Hilarious in Hindsight: Ton Phanan is a bitter, disabled medic with a misanthropic attitude. Face is a charming, attractive young man who happens to be Phanan's best friend since he's the only one that can tolerate his behavior and overlook his fault. Essentially, Phanan and Face are House IN SPACE!.
- Magnificent Bastard: Isard has her moments.
- Wedge proves he can be one, when he teaches Falynn a valuable lesson about respecting her superior officers, and when he plays an epic prank on Janson involving the entire crew of the Mon Remonda. Plus the plan he uses against Isard at the end of Bacta War.
- Throughout Solo Command, we get to watch the plan unfold that makes one of these out of Nawara Ven.
- Airen Cracken, too, given his scheme in the first three books to try and prove whether Tycho is a sleeper agent or not by giving him Emtrey and allowing him to discover the droid has functions that would be useful to a spy. Not surprising considering the Imperials consider him to be Isard's Rebel counterpart.
- By the time Mercy Kill rolls around, Garik Loran has well and truly earned the title. No one, not even Voort, could have seen two Wraith Squadrons coming.
- Marth Debuted in "Smash Bros.": This can sometimes happen due to the Star Wars Expanded Universe not coming out in chronological order. The "ugly" kitbashed starfighters first appeared in The Corellian Trilogy. The X-wing "snoopscoot" first appeared in the Black Fleet Crisis Trilogy.
- Nightmare Fuel: The story of the colossally screwed up Prince Harrandatha Estillo, a Creepy Child described as "a thing from the deepest pit of the Sith".
- Wraith Squadron: Seeing the effects of Gaslighting from the victim's perspective is not pleasant. It's easy to see how Grinder might have ended up passing out from shock over the squadron's counter-prank.
- Rescued from the Scrappy Heap: Warlord Zsinj originated in The Courtship of Princess Leia as a one-note Large Ham villain. The Wraith Squadron trilogy retcons him into a reasonably competent commander who sometimes plays up buffoonery as Obfuscating Stupidity.
- The Scrappy: Inevitable in a series with as many characters as this one. In particular, Castin is probably one of the most unlikeable pilots in the series.
- Alas, Poor Scrappy
- Erisi would also count due to her role as a traitor.
- The Woobie: At various times Iella Wessiri, Tycho Celchu, Tyria Sarkin, Lara Notsil, Myn Donos, Piggy, and Dia Passik all count as this, whether of the iron, stoic, or original variety.
- Woolseyism: Arguable, but Russian versions of novels have a lot of text that wasn't in the original - it really debeigifies Stackpole's books, making them much more entertaining to read.
YMMV / X-Wing Series