Trouper

Troupers are rogues who often can be easily mistaken for Bards. However, instead of having magical capabilities to enhance their performances, they instead have their raw talent and expertise. Acrobats, actors, and dancers are all examples of troupers. Troupers are performers with years of experience, honing their craft.

Is This Your Card?

Starting from when you choose this archetype at 3rd level, you gain the ability to use inconspicuous playing cards as formidable weapons. For you, a playing card is considered a light range weapon (20/40) with the finesse property that deals 1d4 piercing damage. They are considered improvised weapons, and you are proficient with them.

Friends from Strange Places

Starting at 3rd level, you are able to use your dejected background to better relate to the downtrodden. You have advantage on Charisma checks with certain individuals of a shifty nature. This may include merchants with shady wares, bandits, or devious carnival performers (DM's discretion).

Sideshow Act

Beginning at 9th level, you can use your action to perform a Sideshow Act. When you do so, choose a creature you can see within 30 feet of you. That creature makes a Wisdom saving throw (DC 8 + your proficiency modifier + your Charisma modifier), or become charmed by you until you finish your performance. You can use a bonus action on subsequent turns to maintain this performance.

You can use this feature a number of times equal to your Charisma modifier, and regain all uses whenever you finish a long rest.

 

An Eye for the Extraordinary

Starting at 13th level, you can see through the figurative smoke and the mirrors of performances and illusions. Whenever you make an Intelligence check or a Wisdom (Insight) check to determine the legitimacy of something, you do so with advantage.

Encore

Starting from 17th level, your Sideshow Act becomes a wonder to behold. Whenever you use your Sideshow Act, you can target a number of creatures up to your Charisma modifier. Additionally, Whenever you use your Sideshow Act, you can choose to have the saving throws be made with disadvantage, but can only do so once before you must finish a long rest.