Character Creation/Art

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ITT we help each other out with character ideas. When asking for advice, remember to tell what setting you're using.

DnD 5e
I want to make a character with the entertainer background that isn't a bard. I was thinking a disgruntled jester gone rogue could be fun. Maybe a half-orc assassin. I think the assassin/jester trope is kind of overdone though. Any other ideas?

Bumping with character art and taking requests for such.