Here's good 'ol Fitz at Level 3:
Fitzhugh Cavendish Male Human Charlatan Mastermind Rogue Level 3
Alignment: Chaotic Good Diety: None
AC 15 (Studded Leather)
HP 24/24
Hit Dice: 3/3 at 1d8+2
Speed: 30 feet
Passive Perception: 14
Str 12 (+1) Dex 16 (+3) Con 14 (+2) Int 12 (+1) Wis 10 (+0) Cha 16 (+3)
Saving Throws: Dexterity +5; Intelligence +3
Actions:
Rapier +5 for 1d8+3p
Dagger +5 1d4+3p (Thrown 20/60) 2/2
Shortbow +5 1d6+3p (Range 80/320) Arrows 20/20
+ Sneak Attack +2d6 Damage
Skills
Acrobatics (Dex) +3
Animal Handling (Cha) +0
Arcana (Int) +1
Athletics (Str) +1
Deception** (Cha) +7
History (Int) +1
Insight (Wis) +0
Intimidation (Cha) +3
Investigation* (Int) +3
Medicine (Wis) +0
Nature (Int) +1
Perception** (Wis) +4
Performance* (Cha) +5
Persuasion (Cha) +3
Religion (Int) +1
Sleight of Hand* (Dex) +5
Stealth* (Dex) +5
Survival* (Wis) +2
Proficiencies
Light Armour;
Crossbow, Hand, Longsword, Rapier, Shortsword, Simple Weapons;
Disguise Kit, Forgery Kit, Thieves' Tools;
Languages: Common, Elvish, Thieves' Cant
Features & Feats
Race Features (Variant Human)
Bonus Feat (Actor): You gain +1 CHA, you have advantage on Deception and Performance checks when trying to pass yourself off as a different person, and you can mimic the speech of another person or the sounds made by other creatures that you have heard (for at least 1 minute).
Rogue Features
1: Sneak Attack: Once per turn, you can deal an extra 2d6 damage to one creature you hit with an attack with a finesse or ranged weapon if you have advantage on the attack roll. You don�t need advantage on the attack roll if another enemy of the target is within 5 ft. of it, that enemy isn�t incapacitated, and you don�t have disadvantage on the attack roll.
1: Expertise: Your proficiency bonus is doubled for any ability check you make for Deception and Perception (2 chosen).
1: Thieves' Cant: You have learned thieves� cant, a secret mix of dialect, jargon, and code that allows you to hide messages in seemingly normal conversation. It takes four times longer to convey such a message than it does to speak the same idea plainly.
2: Cunning Action: You can take a bonus action on each of your turns to take the Dash, Disengage, or Hide action.
3: Master of Tactics: You can use the Help action as a bonus action. When you use the Help action to aid an ally in attacking a creature, the target of that attack can be within 30 ft. of you if it can see or hear you.
Backstory: Fitzhugh Cavendish (Fitz) is a lovable rogue. He's a highwayman by profession, but his genuine love for everyone he meets makes it hard for him to do the wrong thing for very long. He'll happily rob a wealthy and arrogant merchant, but he's not about to take the last copper from a beggar. He's also something of a method-actor, and when he's in trouble with the law, he likes to impersonate a guard, watchman, or official. If an interesting case comes up while he's pretending to be a lawman, well, he'll do his best to solve it.
Background: Charlatan
Background Feature (False Identity): You have created a second identity that includes documentation, established acquaintances, and disguises that allow you to assume that persona. Additionally, you can forge documents including official papers and personal letters, as long as you have seen an example of the kind of document or the handwriting you are trying to copy.
Heracles Parrot (Fitz' Fake ID): Inspector Parrot is an agent of the Lord's Alliance from Waterdeep (with papers to prove it) with the authority to investigate strange happenings on behalf of the Open Lord. He looks nothing like Fitz, who dons a worn greatcloak and a grey wig (made of real hair) that includes a mutton-chop and moustache, and affects a completely different manner of speech.
Equipment
Studded Leather Armour & Common Clothes
Rapier & Daggers (2)
Shortbow & Arrows (20)
Backpack& Blanket
Mess Kit, Waterskin & Rations (5 days)
Tinderbox & Candle
Hooded Lantern & Oil (2 hours)
Rope (50' Hemp) & Pitons (10)
Crowbar & Hammer
Bell & String
Ball Bearings (1000)
Disguise Kit w/ Fine Clothes
Thieves' Tools
Purse (15gp)
