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Thank you! I really like how you expanded on it as well (particularly how Anna might have given Willim a small push towards his role as an Andoran agent).
I think Anna and Willim could easily know each other given their background. Below is my suggestion, feel free to comment or expand on it as you see fit :). Anna and Willim backstory suggestion: I can see Willim and Anna meeting and befriending each other as kids during a party where both their families were present, and keep seeing each other infrequently through the years at other similar events. More recently, he could have seen her perform as a wandering musician and recognised her, despite her attempts to hide her identity (and maybe even helped her performance, her musical skills are nowhere near Willim's :p). She would have told him the "official" story behind her travels (understanding other countries' people better to aid her future as a diplomat), carefully leaving out any sign of her disappointment at her country's government (as that might be ruinous to her family back home). But she would be openly honest to him about her appreciation of Andoran's values and the people's resolve, and her interest in seeing just how well things really are and helping things improve if she can. Assuming he trusts her reasons, Willim could in turn vouch for her and be the reason she is considered to be part of the adventuring party.
I'd like to submit Anna, a young Chelish noble who grew increasingly disappointed with her nation's course and decided to leave it behind. She eventually made her way to Andoran, and, impressed with the nation's values, she now intends to make sure they keep being upheld. She is a Wizard specialized in Enchantment, bringing along good social skills as well as the typical knowledge skills and arcane support. I'm still finishing her crunch (picking spells and equipment mostly), but I should be done later today. Backstory: Anna was born to a Chellish noble house, the daughter of a diplomat and a famous opera singer. Anna was thaught from an early age on the ways of politics and subterfuge, and would often join her father on his assignments - where she would put her people (and magical) skills to use, getting close to nobles or other important figures and either swaying them to support Chellish interests, or finding out secrets that could be used to further them. And while Anna enjoyed the political game and took pride in honing her skills, she was becoming increasingly disillusioned with her own country's government - and she soon grew tired of basically being a simple pawn of house Thrune, who seemed more focused on maintaining their Infernal grip on the country while its future seemed ever more hopeless. After finishing her arcane studies, she convinced her parents to let her travel the world for a while, to better understand the people of other nations and expand her network of contacts, both of which would be invaluable to her following on her father footsteps as a diplomat - and although she could never tell if her father believed her fully or realised she wasn't thinking of coming back to Cheliax, he agreed to her proposal. She eventually made her way to Andoran, a country that had always piqued her interest, as a nation that presented itself as a complete opposite of her own. Their system seemed nice on paper, but she'd seen enough of political circles around the world to know that positions of power inevitably attracted those wanting to abuse that power and who would stop at nothing to achieve it and keep it, at the expense of the country's population. Presenting herself as a simple wandering musician, she traveled around and spoke with the common people to get a better handle on their views regarding their government, and was surprised to find that most were passionate about their country and its future, with everyone having individual and usually differing opinions on how the country should grow, as well as a great degree of suspicion and scrutiny towards those in office, to ensure their government is as transparent as it's supposed to be. Inspired by the people's resolve (as compared to the imposed resignation of her own countrymen), and curious to see if things are run as well as they appear to be or if they are just an elaborate facade by those in power to keep the population inline, Anna decided to use her skills to get closer to the center of power and find the truth out for herself - hoping to do as much as she could to expose what corruption she could find and shape the country towards the ideal it claimed to be.
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