I like this angle. At this stage in Skyrim's existence, I think more "in character" article approaches make the articles themselves more engrossing than a simple, say, "How To" guide.
What I would caution you to focus on is more of how the information helps others -- whether you're coming at it from a "How to Beat X on Legendary" angle, or "The Thieve's Guide to Skyrim", it has to provide something to the player. Otherwise you're writing fan fiction, and we have a section for that, already. (I would also encourage you to have fun writing and posting fan fiction about your characters.) To this end, the stories you provide for articles should be narratively interesting, but also provide the information players are looking for.
I like to think of it as similar to the History series
Vikings; the narrative is fictional, but it illuminates information that is, to the best of our ability to accurately deduce, historically accurate and relevant. For instance (and spoilers here), the characters live at a time prior to the raids on English shores, because they had no way of accurately traversing the oceans to the West. Until someone came up with a water compass, and someone found the "sunstone" to let them track the sun even when it was overcast. Where Hollywood (and for our purposes, fan fiction) would tailor the facts to suit the story, Vikings (and our articles) tailor the story to illustrate the facts.
So, each article from the perspective of your character would not be part of a continuous narrative (in that the next article would likely not pick up right where the last left off), but you could use one character's perspective throughout the articles. We did have another writer do something similar (Check out articles with "Mehitabel" in the title), but they have since become busy with life, so their articles are no longer forthcoming.
So, let me go ahead and add you to our Writers pool (it comes with a nice little pencil icon for you). All potential articles should be posted
here (a forum which should become visible once you're in the Writers category), where they'll be held in draft form until approved for publication to maintain quality standards. (I hope you understand.)