The entire "Rudy the Undead Hound" discussion from the second podcast.
Any time the players engage in the Vitriolic Best Buds act, but perhaps the best example comes up early in season 4, when recapping the previous season's finale.
Mike: I feel like it was a clean job. Scott: Yea, we only lost the redshirt.
The second PAX game was outrageous.
Wil: You guys, I saw a lot of necromancers when I was in Hell.
Scott: When you were in 'Nam?
Jerry: Not Nam, Hell!
Wil: Nam was hell. "Necromancers are dicks, you guys. Necromancers are dicks." Aeofel just stares off, the wings beating beneath him, his silvery hair blowing out behind him, a thousand-square stare in his eyes. He feels nostalgia as a standard action. A single tear falls from his perfectly black, orbular eye, and turns into a diamond as the wind catches it and carries it away.
From the 2012 PAX session: an audience member warns the group to "watch out for acid pits," which prompts numerous cries of "Too Soon" from the group, as well as a middle finger from Wil. However, this is immediately before the group realizes they've triggered the floor to give way...to a massive acid pit.
In the 2014 PAX game, Morgan Webb asking during a male NPC's description of a female NPC "Is she prettier than me?" in a slightly neurotic way. She had Mike, Jerry, and Scott all keeled over laughing. Probably something you never thought you'd hear during a D&D game.
"Guys, right now we're in the high of the Beholder".
During Season 3 Mike was having a bit too much fun with Coordinated Explosion, which lead to the following conversation during the climax were the group was in a bit of a tight spot.
Mike:[About to cast Scorching Burst] How hurt are you?
Jerry: Hurt. Do you want to include me just for 1+!
Mike:Well, I'm just throwing it out there!
Mike: I might also get a 2+ if I hit both of you...
Mike: Fine, fine I won't.
Near the end of Season 9's game at PAX East 2015, this glorious exchange takes place:
Mike: Is this whole room a truth zone?
Mike: I fucked your sister.
Cue Patrick Rothfuss promptly (and completely) losing it for a solid thirty seconds.
From the game at PAX Prime 2015
Patrick Rothfuss asking Chris if Drizzt is using his elemental scimitars, while they are stuck through another player's character. Everyone is either dumbfounded or reminding him that he's supposed to be on their side.
The new dynamic between Omin as the horrible boss and Viari as the new intern who's not nearly as gullible as Jim and Binwin.
Viari: I'm feeling a little bit crowded in my intern status. Omin: I don't think of you as an intern. I think of you as a sub-employee. You know what I mean? Think of the entire range of it, the gradient. Think about everything you've accomplished for us. Viari: I have. Omin: "Intern" is not... it doesn't capture it anymore. "Sub-employee", it's an aspirational title and it gives you something to reach for. Viari: Could I be the Senior sub-employee? Omin: Yes! If another sub-employee were to come along I would allow you to... belittle them. Viari: Do I get a stock-option? Omin: One stock. You get one stock. A stock. Viari: A discount on merch? Omin: No. No, employees actually pay more for merch. I'm sorry, that's a policy that goes before my rein. Jim: We're not really making anything off of those. Viari: Alright, I'm good with that. Omin: Excellent. We'll shake on it tomorrow. Viari: Right.
The party's motivation is a bit conflicted in season 3.
Marcinda: It's widely known that the Ambershards traffic with demons. Jim: It's not getting better! Marcinda: But- Jim: Stop talking! Aeofel: This is a test! We are either Acquisitions Incorporated and we acquire anything that needs acquiring- Jim: What are we acquiring?! Binwin: We're acquiring my family's honor back back! Omin: We acquire physical objects!
After the unfortunate incident in season 3 where Aeofel dies in a pit of acid, the party is deeply concerned.
Mike: I turn around and use my mage hand- Jerry: To reach in and grip the skeleton? Mike: -to reach in and grab any valuables he might have had on him. He had like a golden amulet that I always saw him with. Jerry: "And it was so beautiful, I saw it dancing in the wind". Scott: [Muffled] I'm burying my head in my hands.
At the end of season 3 the only bright spot is that the party at least managed to acquire a priceless treasure.
Jerry: So did we win? Mike: No! I can't believe someone died! Jerry: Okay, well no. Did I win? Yes.
Drizzt and Viari tumble through the air
Chris: You land on top of Drizzt... Pat: Just like the gypsy woman said!
While investigating the apparent murder of Jim Darkmagic by someone called Roger, the party stumbles upon what seems to be a decisive clue.
Mike: It's a little photo of a very young Jim and what looks to be a very young Pathos at school. You can see that Jim is holding a big trophy and its says "Nr. 1 Magic Guy" and then underneath it says "Best at magic". Jerry: Is Pathos holding a smaller trophy? Mike: Pathos does not have a trophy and he's in the background sort of watching. That's the front of it. Jerry: But... [Gesticulating turning the photo]. Mike: It says "Roger and I, 1967". Chris: Reveal. Jerry: I flip it back over. Mike: It's still just a photo of Jim and Pathos. Jerry: I flip it over again. Mike: It still just say "Roger and Jim, 1967". Jerry: I flip it over and then I flip it over again really fast. Mike: Still just the picture and still just the inscription. Beat Mike: It turns into a dove and flies away.
After seeing the enormous and elaborate set piece used in the PAX West Live Game of 2016
Jerry: So Chris, what the fuck is going on here man?
Omin: Flabbergast, you've been... misused. You understand that, right?
Flabbergast (rueful): Yes, sir.
OminDran: You understand that, here at Acquisitions Incorporated we do not treat our employees that way?
While trying to locate one of Omin's older sisters (who Jim has a history of seducing).
Jim: You got any pictures of her? It wouldn't make it harder. Or it might.
The players are shocked whenever Drizzt appears to be mortal after all
Chris: I have a Strength bonus of one. Mike: Really? Every stat isn't just 18 all the way down?
From a drunk NPC during the series:
Tell me more about this "Apparitions Inebriated".
During the Pax South 2017 game:
Mike laments that Jim has far fewer hitpoints than everyone else, leading to the following gem:
Jerry: You need to hit the gym.
Mike: [nods] I am the Jim. I need the Jim to be hit LESS.
Môrgæn's entire escape from the Black Network during the opening of Season 11, which involves her getting shot by a crossbow, falling off a roof onto another roof, bursting into a noble house party, casually taking a drink from the butler, looting the upstairs end tables, disguising herself in an elaborate dress (with tiara) in the attic, putting on what turns out to be a holy symbol of Asmodeus, and casually heading back downstairs to slip out during the confusion.
Jim goes to check outside for threats.
Chris: As soon as you part the curtain, you see a hulking figure standing on the other side of it.
Mike: I quickly close the curtain.
The visit to Wizards of the Coast's headquarters during the Pax South 2018 game, including Chris Perkins' assertion that the D&D adventure books are based on real experiences.
In-Game!Chris Perkins: You didn't think we made this stuff up, did you?
Spice Caraway having a bad trip from the hallucinogenic Zaggernezzer brew gets even funnier when you learn "Spice" is actually Brahma in disguise.
Pax East 2018 Acquisitions Incorporated Battle Royale, all of it, just all of it. Up to and including the fact that a 1 is rolled on eight different rolls through out the game
The C Team
Some of the best (or most concerning) moments from the earlier episodes have been... immortalized by Zee Bashew of Animated Spellbookhere. Special mention probably goes to "E6: Driebus", the party's first encounter with Patrick Rothfuss between the voice Pat does for Driebus and Rosie's/Kate's off-the-cuff retort. It works far better in audio.