3: Unfair Advantage, Bonus Expertise
9: Ambidextrous, Legitimate Business
13: Pointed Wit
17: Improved Backstab
When you choose this archetype at 3rd level, you can create new ways to get the drop on your opponent. Choose one of the following options.
Backstab
Whenever you deal sneak attack damage with a melee weapon, you roll d8s instead of d6s for your sneak attack damage.
Deuces Wild
When you roll a natural 2 on the d20 roll on an attack roll or ability check, you may reroll it. You must accept the second roll. Also, you may reroll any sneak attack damage die on which you roll a 2. You must accept the second roll.
Also at 3rd level, you gain two skill points in Thievery, and you gain an expertise die on checks using it. For you, expertise dice in Thievery can be upgraded from d8 to d10, exceeding the usual limit on expertise dice. You can use your Cunning Action to make a Thievery check.
Starting at 9th level, you add your Dexterity modifier (minimum 1) to damage when making an attack using two weapon fighting.
Additionally, you can use your Cunning Action to draw and throw, or pick up and throw, a weapon or improvised weapon.
Also at 9th level, you have advantage on Streetwise checks made to find a buyer or seller of an item.
At 13th level, your words are as cutting as your blade. Choose one of the following options.
Conversational Parry
You may reroll one failed Deception check. Once you use this feature, you can’t use it again until you finish a short or long rest.
Disarming Manner
You have advantage on ability checks made to make peace or end hostility.
Verbal Riposte
When a creature threatens you or attempts an Intimidation check against you, you can use your reaction to make an Intimidation check against it with advantage. On a success, the creature is frightened of you for 1 minute. Once you use this feature, you can’t use it again until you finish a short or long rest
Starting at 17th level, you gain the Backstab feature.
If you already have Backstab, whenever you deal sneak attack damage with a melee weapon, you roll d10s instead of d8s for your sneak attack damage.