Re: boring backgrounds
I'm newish at being a DM. In our first game (LMoP), we used mostly pregens because we were just testing out the new system; no point in investing a lot of time if we didn't like it. So this is the first game where everyone created characters. They came up with their own backstories, which told me a lot about what they were looking for in the game. My only advice was to understand why your character is out adventuring instead of holding down a job and raising a family. I came up with a few ideas in case people needed them, but most of them were fine on their own.
I'm newish at being a DM. In our first game (LMoP), we used mostly pregens because we were just testing out the new system; no point in investing a lot of time if we didn't like it. So this is the first game where everyone created characters. They came up with their own backstories, which told me a lot about what they were looking for in the game. My only advice was to understand why your character is out adventuring instead of holding down a job and raising a family. I came up with a few ideas in case people needed them, but most of them were fine on their own.