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 1
Overgrown Ruins	20	Cheese Your Way Through	Talk your way past the bandits and enter the chapel.
Ravaged Beach	20	Flexible Diplomacy	Betray the tieflings after convincing them to free Lae'zel. The party must attack the tieflings through dialogue.
Blighted Village	25	Just Passing Through	Trick the goblins in Moonhaven. Using Illithid Persuasion does not work.
	25	Mirror Master	Trick or intimidate the magic mirror in the Thayan cellar.
Goblin Camp	25	Very Important Parasite	Deceive any of the guards in the goblin camp. Using Illithid Persuasion does not work.
	25	Spiked	Poison the beer in the goblin camp.
	25	Anything for a Profit	Steal the toe ring from Crusher without getting caught. This inspiration is shared with  What Price Dignity? and mutually exclusive with  Give Them a Show.
Shattered Sanctum	25	Devil's Advocate	Interrogate the dead mind flayer without drawing suspicion.
	25	A Better Offer	Convince the pit spiders to attack the goblins.
Mountain Pass	30	Silver Blades, Silver Tongue	Convince Kith'rak Voss to leave without violence. Mutually exclusive with  Conquer the Conquerors.
Waukeen's Rest	30	The Importance of Networking	Talk your way into the Zhentarim hideout.
Riverside Teahouse	30	One of Us	Use the hag's mask to peacefully bypass her thralls. To protect from the effects of the mask,  Protection from Evil and Good can be used.
Ebonlake Grotto	30	Warmonger	Cause Glut to stage a coup - then pick a side.
Grymforge	50	A Friend to All	Gain access to Grymforge peacefully by lying to the raft patrol.
Act 2
Last Light Inn	50	Not My First Time	Resist the truth serum when talking to Jaheira. (Suggestion: Inspiration isn't triggering anymore?)
	50	Shuffling the Board	Rig the game of lanceboard.
	50	Tadpole Solidarity	Go along with Marcus' plan.
	50	Always Trust a Dishonest Person	Expose Marcus to the Harpers. Only available if Tieflings weren't saved -- if Mol is alive she will vouch for the party instead of Marcus.
Moonrise Towers	50	Clear Conscience	Successfully lie to Z'rell about the fate of the goblins.
	50	Pied Piper	Successfully influence the gnolls, either to break free or continue being subservient.
	60	Know thy Clientele	Instigate Z'rell into showing off her gifts from the Absolute.
Moonrise Towers Prison	50	Not to Worry, I Have a Permit	Evade repercussions when speaking to the Moonrise prisoners. Can be achieved by persuading the guards to let the party talk to the prisoners, by talking to the prisoners unobserved, or by killing all the guards and then talking to a prisoner.
Act Two Campsite	60	Little White Lies	Lie to Arabella about the fate of her parents.
The Waning Moon	60	Tricks of the Trade	Successfully pretend to drink from the steins of ale. During dialog with Thisobald Thorm, pass both Sleight of Hand checks to feign drinking.
Reithwin Tollhouse	60	Takes One to Know One	Expose the true form of the toll collector by removing all her gold armour. This requires killing all her Visages in combat.
Gauntlet of Shar	75	The Devil's in the Details	Expose a half-truth in the orthon's contract with Raphael.
Moonrise Towers or Last Light Inn	75	Morally Grey	Betray the trust of Moonrise or Lastlight.
Act 3
Rivington	135	Stuffed Bears in the Closet	Blackmail the merchant.
	135	Never Trust an Honest Person	Lie to make your way into the big barn.
Circus of the Last Days	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.
	135	Seams of Lavender and Thyme	Deceive your way into the circus.
Wyrm's Crossing	170	Rock-Solid Alibi	Manage to convince the Flaming Fist to let you into Wyrm's Rock.
	170	Not so Infallible After All	Evade being arrested by a Steel Watcher.
Wyrm's Rock Fortress	135	Nothing's Not for Sale	Convince the Flaming Fist quartermaster to trade with you.
	220	Always Trust a Dishonest Person	Betray a recently forged alliance. Mutually exclusive with Inspirations with the same name in Act 3. The only requirement is that the party initially accepted Gortash's bargain. At any point after that, if Gortash becomes hostile, the Inspiration is rewarded.
Lower City	170	Friends in Low Places	Gain access to the Undercellar through Tusgront.
	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.
Felogyr's Fireworks	170	Silver-Tongue's Better Than Any Key	Gain access to Avery's workshop. The workshop is on the upper floors of Felogyr's Fireworks. You can either sneak in or gain access with the password obtained during Investigate the Suspicious Toys.
Philgrave's Mansion	220	Always Trust a Dishonest Person	Betray a recently forged alliance. Mutually exclusive with Inspirations with the same name in Act 3. To unlock this Inspiration enter combat against Mystic Carrion after obtaining the quest Find Mystic Carrion's Servant. The Inspiration is still be rewarded even after the aforementioned quest is completed in favor of Mystic Carrion. The only prerequisite is for the party to engage in hostilities by attacking Mystic Carrion directly, it does not work if the undead is already hostile (eg. by destroying its heart).
Baldur's Mouth	170	The News of My Deeds Was Greatly Exaggerated	Rig the Baldur's Mouth printing press. Complete the quest Stop the Presses.
Graveyard (Lower City)	170	Grave Prospector	Retrieve the grave's gold from Bugthimble.
Elfsong Tavern	170	Perks of the Trade	Obtain a rebate for your room at the Elfsong Tavern.
Guildhall	220	Woman of Her Word	Side with the Nine-Fingers against the Zhentarim. At the conclusion of Aid the Underduke, support Nine-Fingers.
	220	Winged Serpent of Gold	Side with the Zhentarim against Nine-Fingers. At the conclusion of Aid the Underduke, support the Zhentarim. Roah or Friol must not have been killed in the previous stage.
Ramazith's Tower	220	Always Trust a Dishonest Person	Betray a recently forged alliance. Mutually exclusive with Inspirations with the same name in Act 3. Betray Nightsong to Lorroakan.
Bhaal Temple	220	Always Trust a Dishonest Person	Betray a recently forged alliance. Mutually exclusive with Inspirations with the same name in Act 3. Face Orin in the Bhaal Temple without killing Gortash after telling Orin that you would.
Astral Plane	220	Always Trust a Dishonest Person	Betray a recently forged alliance. Mutually exclusive with Inspirations with the same name in Act 3. Refuse The Emperor and release Orpheus.

Notes

• The Act 2 and Act 3 inspirations named Always Trust a Dishonest Person are separate so both can be triggered in a single playthrough. (two inspirations sharing the same name)