Hello Traveler

Six friends find a box hidden in the woods. Inside is a flashlight, and this peculiar message:
Hello Traveller, and congratulations! You have found the first box. There’s nothing valuable inside, just a random, everyday object. Somewhere out there are four more boxes with four more random everyday items. Together these five objects tell the story of my life up until now. Each item symbolizes something essential about who I am, where I have been, and what I have done. Can you put these pieces together, to solve the puzzle of my life?
As the friends locate the boxes and attempt to figure out what each hidden object means, the mystery takes on an unexpected dimension for one of them.