When I write, I often think of how this question applies to my protagonist. This helps me discover the Aha! moments that my character(s) need so they can move forward in their story.
I believe when characters grow or suffer from their experiences, it adds depth and complexity to their personalities. For me, that's what makes them real. Answering this one question redirects my thoughts on how my characters will get rid of their baggage.
Is it by getting rid of physical objects or changing an attitude? Is it through an argument or a heart to heart? Or, will they not be able to let go and just live miserably in the past, wondering why did this have to happen to them, dwelling on the what if's?
All interesting things to ponder.
The added bonus to this question is it helps me figure out what I need to get rid of, so I can move forward in my day...
Not that I have any.
How much baggage do you need to get rid of before you can move forward?
Think on this for a bit.
Get rid of your character's baggage (and yours).
Move your story forward. It'll be good for you.