In Book 2, Wolfgang is the headmaster of a demonhunting school.
- Action Dad: Fights monsters and dotes on his son.
- Ancestral Weapon: Crescendo, the blade of the Connolly's of old that was held by the monks of Platinum Peak. It's a mirrored blade of magic infused platinum that can use his own holy energies as a damage boost.
- Badass Family: Connollys get shit done, and he's no exception.
- Bargain with Heaven: His warlock pact is directly attributed to the creator god in this world, but it's been so long since he did the ritual that he doesn't have a clue where his power actually comes from or why, only that it happens. The one time he does meet with his patron, he's so blackout drunk he can barely understand it.
- Berserk Button: Do not touch his wife's grave. He also has a real issue with his family being threatened or killed.
- Cool Guns: Has a revolver called Requiem that's bound to him and can shoot magic bullets and spells, though he does have to make the bullets himself.
- Dad the Veteran: Of a sort. He's an ex-Monster Hunter who gets pulled out of retirement.
- Defector from Decadence: Of a sort. His family left the capital some time ago due to an under-the-table dealing and as such his family's house has been taken. This seems to have taken a toll on him in that he distrusts nobility.
- Dope Slap: Gives them out liberally to Asmo. Though with his wretched strength score, he often rolls so low he gets into the minuses.
- Dump Stat: He has a very low Strength score, which is fine for a warlock.
- He Cleans Up Nicely: Starts the campaign looking like a haggard, skinny little man. When he's summoned to go fight for the king, however, he looks downright stately in his all-white-and-gold outfit.
- Hereditary Curse: In spite of their incredible power, Connolly's usually meet early deaths; and he's worried he's going to be next.
- Mundane Utility: He uses all of his cantrips exclusively like this.
- Scot Ireland: His accent hails from here.
- The Stoic: He rarely speaks, and when he does it's with a resigned, matter of fact sort of tone.
- This Means War!: Declared he would destroy Solomon and anyone who ever worshipped him after Yu was instructed to create a werewolf from the corpse of his wife.
- Touched by Vorlons: While it's never explicitly stated, Word of God says Wolfgang is an Aasimar.
- Jamott stated that his warlock pact was explicitly done to limit the amount of power he was channeling from his celestial parent.
- You Can't Fight Fate: Tried to, and his wife died as a result.
In Book 2, Daenir is the headmaster of a college of sorcerers in Dragonsrest. He leaves the campaign towards the end of Book 2 in fear of having learned too much with Ramses Palto.
- Badass Baritone: Bob gives him a rather deep voice.
- Barrier Warrior: Daenir's concentration as a spellcaster is in Abjuration, which has primarily defensive capabilities. When he's not using the bog standard magic missile, he usually uses wards or spells that impede foes in combat.
- Brainwashed and Crazy: Only long enough to point a staff and his crystal at King Bahoum. In other words, only as long as the Jester of Bordeaux needed.
- Conditioned to Accept Horror: Is revealed to have his consciousness taken to the bleeding god's realm in his sleep for years now, and takes it all in stride.
- Covert Pervert: Ends up buying a "Romance novel" with no amount of embarrassment from himself because he was curious.
- Chronic Hero Syndrome: Seems to have a pretty bad case of it as he tends to volunteer the group to help people without consulting the group.
- Clingy MacGuffin: His crystal is rather innocuous most of the time as he makes his Wisdom saves pretty regularly, giving him warm visions of home and the sensations related, but as he learns more about the crystals and about what the Bleeding God makes his thralls do, he attempts to wean himself off of it.
- Furry Reminder: Can be found occasionally swatting at things like a cat, purrs when he is relaxed or comfortable, and hisses when he's attacked.
- Heroic BSoD: Late Book 1 and the beginning of Book 2 has him go through two really bad ones. It appears to be his way of dealing with his stress breaking point or dread in general.
- Meaningful Appearance: The reason he wears a Red cloak isn't personal preference. It's that when he's sleeping, he can hide in the bleeding god's realm.
- No Social Skills: Of a sort. He's friendly, but the one time he tries to describe their adventures, he ends up terrifying the man he tries to regail.
- Put on a Bus: Daenir learns about Lady Tia and Iadric Kench's affair, and the demon Lady Tia has as a pet, and flees with Ramses Palto to avoid being branded as having learned too much and killed for it.
- Seldom-Seen Species: In-Universe. Tabaxi live far south of the Kingdom he lives in, and so he's often subjected to comments about his parents. And whether or not he was the result of a man screwing a cat.
- Spell My Name with an "S": Daenir's name has been spelled by everyone about as poorly as one could until he laid it out for everyone.
In Book 2, Asmo becomes a Vigilante, obsessed in finding out more about the Dead Eyes.
- Aesop Amnesia: Of a sort. He's been given a reason why Sorcerers in-universe are mistrusted and often persecuted in the North several times but it's never, ever stuck.
- Badass Normal: Asmo is only armed with two swords, a dagger, and his wits, and he manages to be one of the most effective members of the group in combat.
- Big Eater: Swallows most of his meals whole, and can eat an entire pig in one sitting.
- Combat Pragmatist: He often uses the environment and his natural ability to attack with his fangs to his advantage, mostly preferring to do some pretty underhanded things to fight.
- Dumb Muscle: Hes the physically toughest of the group, and its clear that his mental capacities leave a lot to be desired.
- Dump Stat: His INT score is pitiful. Which ends up being a problem as hes the only party member that can give out info on the dead
- Evil Sounds Raspy: Has a scratchy, threatening voice, and hes easily the most ammoral of the heroes.
- Even Evil Has Standards: A rough bully and hustler who doesn't care who he swindles, but draws the line at being an undercover lech.
- Furry Reminder: Doesn't blink, has a poisonous bite, and his mouth, neck and stomach can accommodate for large prey like a real snake.
- Gold Tooth: Has a golden fang that appears when he smiles.
- Heroic BSoD: Has one in Chapter 13 after he's been fighting and been charmed by a Claratrix, (The name for a Succubuss in this setting)something he had no idea even existed and forced him to attack his friends.
- Only One Name: Only ever referred to as Asmo. It's implied to be a Snake-Lizardfolk thing, as another NPC of the same breed of lizardfolk also only has one name.
- Only Sane Man: Tries to be, becomes far more pronounced in episodes after 10 where he keeps pointing out that what he ends up doing isn't normal.
- Morality Pet: Pip is one for him, as he took him under his wing for a bit and even gave him decent advice on dating.
- Not What I Signed on For: Azmo takes this attitude halfway through his work in the north, as he was 'not' expecting half the things the crystals do nor the kind of magic they attract.
- Parental Abandonment: Clearly went through it and respects Wolfgang for being there in his son's life.
- Red Baron: Picks up the name "The Snake" while he hunts the Dead Eyes in-between the end of Book 1 and the beginning of Book 2.
- Seldom-Seen Species: He best resembles a Mangrove Snake.
- Smug Snake: Most of the time when it comes to his fighting, but is often shot down hard by those who can overpower him.
- Survivor's Guilt: Is the only survivor of his gang, who were slaughtered to a man by a single fighter from the Dead Eyes. His motivations stem from this incident.
- Viewer Species Confusion: He'd fit the general description of a Yuan-Ti, but Asmo is in fact a mere lizardfolk.
- Affectionate Nickname: "Uncle Fuck" for Asmo. That they picked up from Elliot.
- Animorphism: T-Wig, like most Druids, principally utilizes transformations into animals in order to fight. Unlike most druids on the other hand, T-Wig can't make their transformations ever seem natural thanks to their metal body.
- Bee Bee Gun: Uses Infestation by merely opening their faceplate, allowing thousands of bees to charge out at once.
- Berserk Button: Being reduced to just being a walking suit of armor or being thought of as a weapon. They even draw angry eyebrows on their face to denote how mad it makes them.
- Constantly Curious: Comes with being a being that just came into being
- Composite Character: T-Wig's accent is the same Monty gives for the NPCs Helga and the general curiosity and naivete of Log in The Unexpectables.
- Also implies in universe as well, as T-wig is made up of two personalities, the war forged, personality, and an unknown second one.
- Didn't Think This Through: Because of their naivete and youth, T-Wig often does things without thinking of the consequences:
- When the party has to sneak their way down a river, instead of using the boat they found, T-Wig offered instead to use a surprise, the spell Waterbreathing, which works differently in this universe as everyone has to make consitution checks to not immediately start choking. Several members of the group aren't prepared for when they get dropped into the river that immediately picks up a rough current, and begin taking lots of damage from the rocks, bears, and eventually the waterfall. Had T-Wig given them a minute to prepare (or even let them get in the water first), there was a good chance all that could've probably been avoided. To say nothing about whether or not they just used the boat in the first place.
- Expansion Pack Past: Alluded to. It's clear this isn't the first body they've inhabited. Nor is it the soul in the body.
- Expressive Ears: T-Wig mostly emotes through their long, rabbit-like ears.
- The Faceless: A positive, nonthreatening example. Their head is mostly a fashioned helmet with a pair of holes for eyes.
- Green Thumb: Naturally for a druid.
- Husky Russkie: Their accent, though Monty doesn't put any gravel behind it so they mostly just sounds naive and cute.
- Painting the Medium: Monty speaks into the same coffee can to get the mechanical quality of their voice down as she does for the constructs in her own campaign.
- Treasure Chest Cavity: The mysterious gemstone that powers T-Wig lies in it's chestplate.
Tommen IpombusThe bartender and presumed proprietor of the Wandering Weasel, the magical bar that changes destinations every so often. Tommen is a delightful, yet somewhat vague man who always prefers to keep his patrons at a friendly distance. Because of that...there seems to be more to him than meets the eye...
Lush reveals that Tommen is in fact the god of stories and lore
- All-Powerful Bystander: Is a god, but is a god of stories and lore, so it's not that he doesn't care to join in, it's that he doesn't want to ruin the story for himself.
- Catchphrase: "WELCOME! To the Wandering Weasel!"
- The Nicknamer: In a way. He can't remember names all that well, and so he tends to write down nicknames for people based on descriptions. It's implied in the interquel and prequel one-shots that he does know their names, but only after the people in the stories have long since gone.
- The Pollyanna: Is constantly chipper and cheerful.
LushThe almost constantly hungover, sardonic bouncer of the Wandering Weasel, usually found attempting to sleep at the bar. She's usually no real issue for most patrons, but attempting to fight her generally ends very badly, leading to the idea that she might have more going on than she's brought up to the crew...
In a visit to the Wandering Weasel, Lush reveals to Wolfgang and Azmo that she is the goddess of revelry and debauchery.
- Action Girl: When she's slightly less hungover she defends the bar with frightening efficiency.
- Amazonian Beauty: She's quite beautiful, but she spends so much of her time exhausted and hungover and barely puts any work into her appearance. But since she's the bouncer, she gets to decide what she looks like.
- The Hedonist: Kind of. As The god of debauchery, she's generally been around that particular block many a time. Unfortunately, that also means she's constantly hungover.
- Hypercompetent Side Kick: Tommen is far too naive to deal with any of the crap she deals with.
- Teeth-Clenched Teamwork: She hates the weasel's waitstaff and they hate her.
PipThe tall, lanky squire to Barriston Kench who was abandoned for dead after their initial encounter, later revealed to be an apprentice-level sorcerer. The group took him in, but as they entered the more sorcerer-unfriendly Northlands, they convinced Tommen to bring on the boy as hired help.
Only speaks in a series of high-pitched "Meh"s.
- Affectionate Nickname: Called "Meep" by Azmo.
- Chivalrous Pervert: Is completely enamored with the Weasel's invisible waitstaff.
- Ensemble Dark Horse: By far the most popular NPC Lani rolled up, in-universe or out. To the point that he's been made an emote on his twitch channel.
- Expy: Tall, perpetually frowning with bugged out eyes, speaks in high-pitched nonsense, often a butt-monkey for a more powerful yet equally as irresponsible boss...Who else could that possibly resemble?
- The Igor: Poor Pip doesn't fare much better than his inspiration in being the lacky for Barriston Kench, where he nearly dies before the crew makes a point to revive him.
- Incompletely Trained: More like barely any training in magic at all, with much of his early teachings being minor prestidigitation ideas from Daenir. That said, he can control it a lot better than his fellow hand in the Wandering Weasel.
- Ink-Suit Actor: Beaker from the muppets, but as a sorcerer!...in training.
- Noodle Incident: An incident involving a horse reduced his speech to the meeps he's now known for.
- The Unintelligible: Most have a lot of trouble trying to figure out what exactly it is he's trying to tell them.
The WaitstaffPresumably magical constructs or summoned creatures resembling shades of well-endowed women.
JamottThe gnome steward of the Connolly family, who helps Wolfgang with raising his son while he's away.
- Heroic BSoD: When he hears of Wolfgang's wife's body being revived as an undead abomination, he's shaken to the point of near tears.
- The Jeeves
- Old Retainer: Jamott's served the Connolly's for generations, and has always been extremely loyal to them.
Elliott ConnollyWolfgang's infant/toddler son, who he and Jamott dote on frequently.
- Baby See Baby Do: Unfortunately...he picked up swearing from Asmo.
- Baby Talk: Self-explanatory. As he is a baby for most of Chapter one.
- From the Mouths of Babes: Letting Asmo around Elliott allowed him to pick up the F-word really quickly.
King BahoumThe Gold Dragon king of the realm. He gives the group the task of bringing back any of the bleeding god's gems to the group.
- Brainwashed and Crazy: Ends up being put under control by the Jester to try and take the heroes supply of crystals.
- The Good King: Tries to be, but knows that living eternally as he does and dealing with the machinations of the nobles and even his own siblings means he can only do so much.
- The Kirk: He's the one trying to be reasonable between the three siblings.
- Royals Who Actually Do Something: Did in the past, as he fought in the 1000-year war.
Lord HoraeschThe Brass Dragon younger brother of King Bahoum. He's a brash and angry type who prefers to act first and ask questions later.
- The Big Guy: He's enormous, even when in humanoid form.
- Establishing Character Moment: Smacking into the ground right in front of the group and then nearly breaking Wolfgang's head open with one punch.
- Eye Scream: Loses an eye trying to stop his Bahoum from taking the crystals.
- Jerkass: Horaesch is a bit of an overzealous, warmongering prick who begrudgingly works with the party if only because his brother and sister seem to like them.
- Jerkass Has a Point: While His smakdown of Wolfgang was harsh, Wolfgang did threaten to kill him just because Horaesch accidentally landed to close to his wifes grave.
Lady TiaThe Silver Dragon younger sister of King Bahoum. She is a peaceful, kind sort. It is she who gets the party on the path to collecting and securing gems, as well as brokering peace with the North.
- Ambiguous Situation: The exact situation behind the events that supposedly lead to her sleeping with Iadric Kench is covered a bit with this due to the fact that Iadric was clearly insane, by that point, and the fact that this info was given by Ramses, who may be corrupted by the crystals.
- Broken Angel: She's had her wing torn to shreds in the 1000-year war prior to the campaign. Iadric Kench and Solomon have pieces that they incorporated into either themselves or into items they made.
- Dark Secret: After Iadric was able to successfully summon a demon using the Bleeding God's gems, she gave him the night of passion he had so desperately desired, and took the demon as a pet. It's this revelation that causes Daenir to lose faith in the crown.
- Career-Ending Injury: She fought in the 1000-year war against Solomon, but her wing getting torn up ensured she wouldn't be fighting in the air anytime soon, even all those years later.
- Silk Hiding Steel: Her polymorphed humanoid form is very pretty, but she's still a dragon more powerful than the characters could ever hope to be.
Giblink the GoblinA goblin the party meets in the underdark that they take a shine to. Later on, he becomes the unofficial leader of the refugees of the underdark city after Barriston Kench burns it down.
Barriston KenchA Paladin and now Lord of the borderland town Silverrock between the North and the South that the party meets while passing through for the first time. He's nice...to a point.
- Dark Secret: His great-to-the-umpteenth-power-grandfather Iadric Kench has survived for millenia on the bones and blood of sorcerors, and he'd been feeding him their burnt bones for decades. That said, he isn't super broken up about his passing.
- The Fighting Narcissist: Incredibly high on himself.
- Karma Houdini: Largely gets away with the Cold-Blooded Torture he inflicts on the party and of the murder he commits, due to the group not keeping more evidence and allowing Ramses Palto to destroy Iadric's laboratory, and his position in the kingdom makes him an enormously prickly thing to take out.
- Light Is Not Good: Well...he sure isn't, anyway. Especially since it's revealed he's been burning sorcerers not just due to the law of the land, but to feed his great-great-great grandfather's lust for magical blood.
- The Sociopath: Has absolutely no qualms leaving the petrified Pip to die alone, and it's clear his faith and his status are the only things keeping him from being a murderer. He also happens to love inflicting torment on those who are jailed by him.
Lady VilebloodOne of the many Vilebloods in power up in the north, who spends her days as an inquisitor for the Archmage.
- Disproportionate Retribution: Her response to most things that irk her is to stab them quite violently.
- Ice Queen: Which fits her work.
The Jester of BordeauxThe Mysterious Jester of Bordeaux is a legendarily terrifying and enigmatic figure that appeared just after the capital of the Northern Elven kingdom was completely destroyed. He's said to wander the North, though few have ever lived to tell the tale of who he is and what he's after. Also goes by Fezziwig, a bard whose mind was shattered after an encounter with the gems.
- The Dragon: About as close to one as the Bleeding God has in this world, since he's the one to hang on to whatever tatter of sanity he has left.
- Faux Affably Evil: Speaks in a calm, cordial manner while casually murdering people
- Grand Theft Me: Pulls a GIANT one on Daenir by having him blast King Bahoum in the chest.
- Laughing Mad: When he attacks someone, a failed save causes the damaged person to start laughing so hard they can't move.
- Magical Clown: Specifically uses Illusions more than anything else.
- Monster Clown: Fits the bill perfectly.
- Split Personality: His journal implies that the Jester is a seperate Persona Fezziwig made so he can due circus performances with out fear, when he was given the offer by the bleeding god to kill everyone in Bordeaux, he ended up letting the Jester do al the killing, except for the man responsible for his sisters death.
- Start of Darkness: His notebook suggests that he was an otherwise fine elf, but was corrupted into believing he could bring back his dead sister by the Bleeding God.
- Troll: He didn't have any reason to fight the party when he did, he was just bored and messing with them while they were on edge.
"Yu"The chilled out drow necromancer the party encounters who uses cow's milk to create a bonelord. They do kill him...but then he shows up again.
- Affably Evil: He's...shockingly amiable for a mass murderer.
- Beware the Silly Ones: Yu seems pretty affable and kind of acting like he's doing a nine-to-five job...and then he singlehandedly slaughters the entirety of a small village for his master.
- Line-of-Sight Name: He's vague about his actual name, so the group christens him as "Yu". Word of God states the group was the one who actually named him.
- No Social Skills: He is completely unaware of context clues and is unable to read the room at all since he's spent so long basically being a lapdog for Solomon.
- Reports of My Death Were Greatly Exaggerated: Thanks to being Solomon's lacky, death has little meaning to a man who can just be brought back and Solomon has done so over and over and over..
Solomon LiebentodThe god of undeath and drow that the party happens upon. A terrible, whiny child of a god...who just happens to be very...very bored, and very, very cross with them.
- Almighty Idiot: While hes a sentient being, he's about as mature, and intellectual as a 14 year old in spirit, but has the terrible ability to control life and death itself.
- Body Horror: Creates creatures like this as a way to stave off the boredom of omnipotence. Slightly applies to him, as his body appears to be a skeleton with the flesh appearing and reappearing like smoke from a smoke machine.
- The Call Knows Where You Live: For both Asmo and Wolfgang. For Asmo, he gave him a brand and the mission to deliver him 100 bodies by use of a ring, and done in the most horrifying way possible as Wolfgang's wife is brought back from the dead as a monster to provide a distraction to get away from Barriston Kench.
- Dark Lord: For the Drows.