Charlatan

Charlatan is a character background with skills and inspirations themed around trickery and deceit. Astarion and the hireling Kree Derryck have this background.

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You're an expert in manipulation, prone to exaggeration and more than happy to profit from it. Bending the truth and turning allies against each other will lead to greater success down the road.

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Background features

• Deception Proficiency: Gain Proficiency with Charisma (Deception) Ability Checks.
• Sleight of Hand Proficiency: Gain Proficiency with Dexterity (Sleight of Hand) Ability Checks.

Background goals

Performing certain actions that align with this background rewards Inspiration. These goals can be accomplished by any member of the active party, and Inspiration points are pooled, up to a maximum of 4. Completing an inspiration event also grants experience to characters with this background. While not necessarily all-inclusive, listed below are known events which grant inspiration points.

Location	XP Reward	Name	Description
Act One
Multiple locations	25	Very Important Parasite	Deceive any of the guards in the goblin camp. This can be earned when dealing with Sentinel Olak at the outpost or with Warrior Trinzas in the Shattered Sanctum. Using Illithid and Intimidation lines does not work.
Blighted Village	25	Just Passing Through	Trick the goblins in Moonhaven. Using Illithid and Intimidation lines, as well as bribing the goblin guards does not work.
	25	Mirror Master	Trick or intimidate the magic mirror in the Thayan cellar. The correct sequence of answer is offending Szass Tam, then telling that balsam cleans wounds, and finally choosing a line about the player character's yearn to survive (the full list of options is on the Mirror's page).
Goblin Camp	25	Anything for a Profit	Steal the toe ring from Crusher without getting caught. Must kneel to kiss Crusher's feet, then pass a Sleight of Hand check to steal it. Rogues roll the check with advantage. Mutually exclusive with ⁠Give Them a Show.
	25	Spiked	Poison the beer in the goblin camp.
Grymforge	50	A Friend to All	Gain access to Grymforge peacefully by lying to the raft patrol. Must placate the duergar when meeting them on the Ebonlake: show them boots taken from Thulla or the Absolute's brand, or pass any ability check. Granted once the cutscene ends.
Mountain Pass	30	Silver Blades, Silver Tongue	Convince Kith'rak Voss to leave without violence. The party must pass any active checks to hide the truth about them carrying the Mysterious Artifact from Voss. Mutually exclusive with ⁠Conquer the Conquerors.
Overgrown Tunnel	30	One of Us	Use the hag's mask to peacefully bypass her thralls. Granted when a party member with the mask equipped crosses the waterfall behind the corridor guarded by the masked thralls. To protect from the effects of the mask, Protection from Evil and Good can be used.
Ravaged Beach	20	Cheese Your Way Through	Talk your way past the bandits and enter the chapel. Must convince Gimblebock to flee and then trick Andorn to let the party inside. If the gang outside is fought, the inspiration is not granted. If Gimblebock's gang is chased off and then attacked, the inspiration is given as usual.
	20	Flexible Diplomacy	Betray the tieflings after convincing them to free Lae'zel. The party must attack the tieflings through the dialogue. Not available if playing as a Drow, a Drow Half-Elf, a Duergar, a Githyanki, or disguised as any of these. If Lae'zel died while escaping the Nautiloid, this inspiration cannot be obtained.
Shattered Sanctum	25	Devil's Advocate	Interrogate the dead mind flayer without drawing suspicion. Must pass a Wisdom check to subdue Ragzlin's mind. The only suspicious question is "Who is the Absolute?"
	25	A Better Offer	Convince the pit spiders to attack the goblins. The inspiration can only be obtained with Speak with Animals active. The spiders come to the middle of the pit after Sazza or Smythin are executed, and can be spoken through the gate. Otherwise, a party member can jump down from above and speak with them.
Underdark	30	Warmonger	Cause Glut to stage a coup - then pick a side. After defeating Gekh Coal, the party must agree to help Glut dethrone Spaw. When they face each other, siding with either grants the inspiration.
Waukeen's Rest	30	The Importance of Networking	Talk your way into the Zhentarim hideout. The inspiration is granted after the party is allowed to enter the hideout peacefully. If Rugan survived, he vouches for the party or is being tortured, and this also counts. otherwise, must use any ability checks to convince Zarys.
Act Two
Gauntlet of Shar	75	The Devil's in the Details	Expose a half-truth in the orthon's contract with Raphael. Requires the interacting party member to succeed a passive  DC 14 Insight Check in the initial dialogue with Yurgir to detect a tricky clause in the text of the contract. Bards and Warlocks pass the check automatically.
Last Light Inn	50	Always Trust a Dishonest Person	Expose Marcus to the Harpers. Only available if the Emerald Grove was raided, or if the tieflings were expelled from it. Otherwise, Marcus is not in the inn when the party comes.
	50	Shuffling the Board	Rig the game of lanceboard. Granted only if a Sleight of Hand option is successfully used.
	50	Tadpole Solidarity	Go along with Marcus' plan. Granted only if Marcus vouches for the party at the entrance and is not exposed to Jaheira. Thus, only obtainable if tieflings weren't saved in the Emerald Grove.
Moonrise Towers	50	Clear Conscience	Successfully lie to Z'rell about the fate of the goblins. Available only if you set the goblins free. Mutually exclusive with ⁠Too Easy and ⁠An Iron Fist.
	60	Know thy Clientele	Instigate Z'rell into showing off her gifts from the Absolute.
	50	Pied Piper	Successfully influence the gnolls, either to break free or continue being subservient.
Moonrise Towers Prison	50	Not to Worry, I Have a Permit	Evade repercussions when speaking to the Moonrise prisoners. Convince the guards to let you speak with the prisoners, speak with them unobserved, or kill the guards first (killing Keris, two Scrying Eyes, and the Warden if she inspects the prison is enough). Convincing the guards if the party is escorting Minthara out does not count for this one.
Reithwin Town	60	Takes One to Know One	Expose the true form of the toll collector by removing all her gold armour. Engage in a fight with Gerringothe and kill all her minions. Defeating each one removes a part of her armour.
	60	Tricks of the Trade	Successfully pretend to drink from the steins of ale. In the dialog with Thisobald Thorm there are three Sleight of Hand checks with DC raising from 18 to 21 (Rogues have lower DCs on each). The inspiration is granted for any single success, even if the other rolls fail.
Shadow-Cursed Lands	75	Morally Grey	Betray the trust of Moonrise or Lastlight. The party must allow Marcus to kidnap Isobel from Last Light Inn, but then free the Nightsong. OR, prevent Marcus from kidnapping Isobel and then let Balthazar transport the Nightsong from Shadowfell to Moonrise.
Act Three
Multiple locations	220	Always Trust a Dishonest Person	Betray a recently forged alliance. This inspiration has multiple mutually exclusive options to gain (granted once to whichever comes first): Accept Gortash's bargain. At any point after that, if Gortash becomes hostile, the inspiration is rewarded. Enter combat against Mystic Carrion after obtaining the quest Find Mystic Carrion's Servant. Betray Nightsong to Lorroakan. Face Orin in the Bhaal Temple without killing Gortash after telling Orin that you would. Turn down The Emperor and release Orpheus. Choosing a side in the conflict between the Guild and the Zhentarim throughout Aid the Underduke and then betraying them does not grant this inspiration.
	135	Stuffed Bears in the Closet	Blackmail the merchant. Agree to take the gold Arfur offers, with or without information. Can be earned in Arfur's Mansion or in Sharess' Caress, depending on the party's choice concerning the squatters.
Lower City	170	Grave Prospector	Retrieve the grave's gold from Bugthimble. Dig out the grave at X: 7 Y: 25 (red-outlined). After Bugthimble emerges, must convince him to leave and surrender the treasure. Reading Tough Letter in Act One opens additional options to deal with the kobold.
	170	Perks of the Trade	Obtain a rebate for your room at the Elfsong Tavern. Granted only if the party convinces Alan Alyth to lower the price or to rent the rooms for free. Trying to persuade Alan to give a discount by appealing to the murder does not grant this inspiration.
	170	Saving a Fellow Tale-Spinner	Save Volo from an untimely death. Rescue Volo from the angry mob in front of the Steel Watch Foundry, then speak to him near the Grey Harbour Docks waypoint.
	170	Silver-Tongue's Better Than Any Key	Gain access to Avery's workshop. Must specifically tell the password wrested from Arfur Gregorio to Avery Sonshal or Feloguard Sigurd. Sneaking upstairs updates the quest, but does not grant the inspiration.
	170	The News of My Deeds Was Greatly Exaggerated	Rig the Baldur's Mouth printing press. Change the article block in the printing press maintained by Jelliwig.
Rivington	135	Cheating the Cheater	Find the source of the genie's trick and take it. Pickpocket the Djinni Ring from Akabi and then win the jackpot. The inspiration is granted after Akabi awards you the "prize". Bards have an additional option: succeed first DC 20 Perception check, then DC 15 Performance check.
	135	Never Trust an Honest Person	Lie to make your way into the big barn. Enter the barn without permission and pass the Deception check when explaining yourself to Nestor. Fighters have an additional Deception check when first talking to Nestor, which also works. Can be earned only before Nestor sees the explosive toys.
	135	Seams of Lavender and Thyme	Deceive your way into the circus. Granted only if using any available Deception dialogue option. The inspiration cannot be gained if any party member has already entered the circus' territory through an alternative route (e.g., from the Open Hand Temple or through the fence breach). In this case, the gatekeeper Klaus behaves as if they have already convinced him.
Undercity	170	Friends in Low Places	Gain access to the Undercellar through Tusgront. Must convince Tusgront to open the entrance, using any available ability check. If the party sided with Farlin at the Western Beach, or Jaheira is present, no checks are needed, but this also counts. Fighting the way through or stealing a Guild Ring and bypassing Tusgront does not work.
	220	Woman of Her Word	Side with the Nine-Fingers against the Zhentarim. To ever get to choose, Roah Moonglow or Boss Friol must survive the fight in the Abandoned Cistern. If they die, the party automatically side with the Guild, and the inspiration is granted upon the battle start. Mutually exclusive with ⁠Winged Serpent of Gold and ⁠It's Just Business.
	220	Winged Serpent of Gold	Side with the Zhentarim against Nine-Fingers. To ever get to choose, Roah Moonglow or Boss Friol must survive the fight in the Abandoned Cistern. Mutually exclusive with ⁠Honour Among Thieves and ⁠Woman of Her Word.
Wyrm's Crossing	170	Not so Infallible After All	Evade being arrested by a Steel Watcher. The party must avoid observation by the Absolute's Scrying Eyes during the previous Acts. Refusing to be arrested by the Steel Watcher, with deep gnomes disabling it afterwards, does not count.
	170	Rock-Solid Alibi	Manage to convince the Flaming Fist to let you into Wyrm's Rock. Must succeed any of DC 30 ability checks, bribe Elin, or show her any permission document. Mutually exclusive with ⁠Through Nooks and Crannies and ⁠Procedures be Damned.
Wyrm's Rock Fortress	135	Nothing's Not for Sale	Convince the Flaming Fist quartermaster to trade with you. Can either use any ability check or bribe her.

Cut and inactive Background Goals

• Little White Lies: Lie to Arabella about the fate of her parents. Arabella can be lied to after the party find her parents, but the trigger for this inspiration event is a specific unreachable scene with Withers and Arabella.
• Not My First Time: Does not trigger as of game ver 4.1.17398727.