I seem to have a new trigger every decade. Initially as a teen, I watched a friend get rid of most all of her possessions and that left a mark. Then as a new mom, I began to question the time vs money dilemma. Was it worth it to sit at a desk all day for money if I was missing my child grow up? Then it was the death of father, mother and brother and having to deal with all their stuff afterwards. And now, it is an approaching retirement and a wish to let the past collapse behind me so I can start anew.