OOC
No problem DM, hope everything goes well. There's been a bit of a winter storm for the past week at my place, and I know the constant extra work of shoveling has me feeling fatigued.
I like that type of character, Arkanthis. I can see a lot of fun just meeting her for the first time, so I'd be fine either way, knowing her briefly beforehand or not.
I can see Silmion knowing Clemency. He's thieves guild adjacent, he's more of a bounty hunter, so he might've clashed with some members of the thieves' guild before. However, he also does work for the mob and has participated in protection rackets or loan sharking, so I don't think he'd have an entirely adversarial relationship.
It's strange, I just saw a youtube video that explained how Rogues made the best non magical combat medics due to Expertise and tool proficiencies. IF you don't start with a magical class, it'd be fun to see your Rogue in action!