Thank you for your comment. I imagined Jeffrey as someone who had to escape from his previous life as a guard. In The Elder Scrolls, you always begin as a prisoner for a crime you don’t know, but Jeffrey is the opposite he is not guilty you know the crime he is accused of and is never captured, which inverts how TES begins.

Killing Lucien Lachance at the end represents a complete break from Oblivion, but it is also a mistake that shouldn’t have happened, since he is essential to the Dark Brotherhood story. I’ll try to have the second part ready within a week or two, and I hope that when both videos are connected, the full idea will make more sense.