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The major selling point of both Poker Night at the Inventory and its sequel is the character interaction and dialogue. According to Telltale Games, each game has more dialogue than a standard Sam and Max episode. Due to the sheer amount of lines it is divided up into these articles:

Poker Night 1

Max's Dialogue

Strong Bad's Dialogue

Heavy's Dialogue

Tycho's Dialogue

Dialogue Between all Characters

Winslow's Dialogue (The Dealer)

Calling Hands:

Raising blinds:

Other:

Introduction transcript

Winslow: Oh, hello there! Another enthusiast, I presume? How good it is to see a fresh face here at the Inventory. I imagine you're here for the card game with the fellows downstairs? Let me lead you down there. (leads the Player down the stairs)

A first timer, hm? I'm a bit more familiar with the... eh... "benefactions" of the club.

(stops at the bottom of the stairs and turns to the player) The club was founded in 1919 in response to an early draft of the 18th Amendment. Through... back channels, it was learned that this vile piece of legislation would not only outlaw libation, but games and amusements that could also "threaten the world-renown determination and productivity of the American Workforce." (mocks a salute) Pah! Can you imagine? GAMES OUTLAWED? Nevertheless, this club has remained here in secret ever since, just in case those "in charge" get another bee in their bonnet, hm? (reaches the are below the table)

So, welcome. And enjoy yourself.

Ah, your table! (tuns to the four on the table) Ahem, gentlemen! (the four turn)

I hope there is room at the table for a fifth?

(At this point, one of the following scripts is chosen at random.)

(At this point, all the players at the table buy in, with either cash or their respective items.)

Winslow: The game will be No Limit Texas Hold'em. I will periodically raise the blinds. May the best player win!

(Sometimes, after saying the name of the game, Winslow will add, "Not to be confused with Bahamian Stud or Albequrque High-Low.")

Poker Night 2

Brock's Dialogue

Claptrap's Dialogue

Ash's Dialogue

Sam's Dialogue

GLaDOS' Dialogue

Location Specific Dialogue

Continuing Stories' Dialogue

Dialogue Between All Characters

Introduction Transcript

Skun'ka-pe: Good luck, hu-man.
The Player gets out of the limo and heads into the Inventory. Instead of theelevator, The Player passes through the door, which turns out to be much thicker than it looks. As The Player heads through the halls, one of the Save Lot Bandits from The Walking Dead is tossed through a door. Brock Samson walks out of that same door.
Brock: Good game. (places a cigarette in his mouth) Let's do it again sometime. (lights a match on the bandit's cap, lights his cigarette)
As Brock is lighting up, the words "Brock: The Venture Bros." show up to the left of him. He turns to the Player.
Brock: Oh hey, it's you. ...Alright. C'mon, I'll lead you in.
The Player follows him.
Brock: Name's Samson. Brock Samson.
They find a door.
Brock: Friggin' place is like a maze...
He tries to open the door, but it turns out to be much bigger than it looks; the entire wall is the rest of the door. He pushes it, revealing the area into which the Player entered the first game. Winslow is standing in front of the elevator, which has a sign reading "Out of Order". He turns around and sees the two walking in.
Winslow: Ah, Mr. Samson! I lost track of you for a moment. (gasp) And you've brought the Player! Splendid! (heads downstairs) On behalf of everyone at the Inventory, I cannot BEGIN to express our unbridled elation to see you return for another night of high-stakes poker!
Brock: Yeah, uh, speaking of high stakes, things may have gotten...stabby...over at the mumbly-peg room.
Winslow: (annoyed) Mr. Samson! I once again remind you that the Inventory is NOT your personal abbatoire!
Brock: Yeah, yeah, send the cleaning bill to Venture Industries.
Winslow: (muttering) That's what you said the last time...
The three stop at the bar, which is currently being run by Mad Moxxi. Winslow takes a waiting martini glass and takes a sip.
Winslow: As always, I am Commodore Reginald van Winslow, retired, and I will be your host on tonight's perilous voyage on the seas of chance!
As Winslow speaks, Brock requests a box of cigarettes from Moxxi.
Brock: Hey, sweet cheeks. How 'bout some smokes? (Moxxi retrieves a box; Brock takes it) Thanks, babe.
Once Winslow is done talking, banjo music is heard. Turning around, the Player sees Sam leaning in a chair with his feet on the poker table, and he's strumming on the instrument. To the right of him, the words "Sam: Sam & Max" show up.
Sam: Hey, Reggie, these new chairs are great! It's like my kiester is being held aloft by the wings of tiny velvet angels!
Just then, Max slides down the railing of the stairway and begins jumping on the Player's chair.
Max: Let me try, Sam!
Winslow: I'm afraid there's no room at the table for your plus one, Sam.
Max stops jumping.
Sam: That's okay; Max'll make his own fun.
Max: (aims his luger into the air) Come out with your arms akimbo, Mendoza! (fires)
Brock: So when do we get this clambake on the road?
Winslow: In a few minutes. We're still waiting for--
Steve: Heyo!
The Player turns to the stage, where the previous game was played. Standing on it are Steve and Claptrap.
Claptrap: Hello, future losers!
Winslow: ...our remaining contestants.
Claptrap hops off of the stage and heads toward the bar.
Claptrap: But seriously, whose HDMI port do I have to kiss to get a drink around here?
Moxxi is unimpressed. As Claptrap's looking at her, the words "Claptrap: Borderlands" show up to the left of him. He soon gives up and heads to the poker table. Max has taken a seat elsewhere, and the Player sits down.
Claptrap: Ooh! I really love what you've done with the place! Very, uh, "Boardwalk Empire" meets "Silence of the Lambs". (takes his seat at the table)
Winslow: As I was saying your seat of--*
Claptrap: Can we get going? Steve and I have a tee time at Spyglass.
Winslow: (sigh) I suppose we should. I'd hoped our final contestant would be here by now, but it appears that we'll be one short tonight.
Just then, loud, room-shaking footsteps are heard. Everyone looks around in confusion. They look up at a window, which first cracks, then shatters when someone is tossed through. That someone, Ash Williams, stands up and takes his seat at the table as though nothing happened.
Ash: Deal me in.
Spotting a martini glass sitting nearby, he takes it with his metal hand and tries to drink from it, only for it to shatter in his literally iron grip. Ash winces. To the left of him, the words "Ash: Army of Darkness" appear. Meanwhile, he sheepishly dusts the shards off of the table.
After that, the players buy in with $20,000.
Winslow: Everything seems to be in order. The chips are stacked, the deck is shuffled... Let the tournament BEGIN!
If this is the first time you play the game, the following conversation takes place:
Winslow: Gentlemen, I leave you to the tender mercies of...GLaDOS.
GLaDOS: (descends from the ceiling) Good evening.
Everyone jumps.
Sam: Great fountains of Wayne!
Ash: What the hell!?
Brock: What in the...?
Claptrap: Hubba hubba!
GLaDOS: This completes the first test of the contestants' poker faces. The bad news is you all failed miserably. The good news is you appear to be evenly matched. (ascends)
*(According to the game files and subtitles, what Winslow was going to say was, "your seat of honor has been re-stuffed to accommodate your...generous undercarriage.")

Introducing the Bounty Challenge System

Winslow: Welcome back, poker enthusiast. While you were away, our engineers completed construction of the Inventory's brand-new Bounty Challenge Randomizer!
The Bounty Challenge Randomizer pops up and cycles through three possible criteria before stopping.
Winslow: Splendid! Now the onus is on you. Simply complete these three simple tasks, and an opportunity to compete for a magnificent treasure will avail itself.

Introducing the Order Drinks Tab

Winslow: (as all the players are sitting down) Back for another round of high-stakes excitement, eh? Splendid! And just in time for a momentous announcement as well!
Sam: (smiles) You finally replaced the urinal cakes!
Winslow: Yes! And we've renewed our liquor license!
The screen darkens and the Order Drinks sheet appears onscreen.
Claptrap: Alright!
The Order Drinks sheet disappears, and the screen returns to normal lighting.
Winslow: Libations may be purchased with the Inventory Tokens you've acquired. (whispering to the Player) Be warned that the Inventory will not be held responsible for the deleterious effects that alcoholic spirits may have on your gameplay. (returns offscreen)
Ash: Dele-what?
Winslow: And with that disclaimer out of the way, ON WITH THE TOURNAMENT!
Winslow will then use one of the buy-in quotes below.

Introductory dialogues

Introductory phrases from Winslow:

Winslow asking for the buy-in:

GLaDOS's introductions:

Granting Tokens

Winning a Bounty Challenge (spoken by Winslow)

Randomizing a Bounty Challenge

Bounty Challenge Opportunities

Before the Item is Placed on the Table:

After:

Announcing the winner (Winslow only)

See also