TBH I don't think the background of a character matters that much. I have a general idea what I want from my character. However I'm more than willing to adjust my background as we play if it fits the story better. Most DMs I play with like it if a player has a background for roleplaying purpose. But it is really never part of the main story. For my last character I used the song test of "The Curse of Millhaven" as my background.

Also I think it is weird when lvl1 character have a long character history. We always start at level one.