Pickup error usually comes up when either the order details are incorrect or the courier company API is showing error response due some specific reasons. These error messages are shown when you mouse hover on the order number.
E.g if you have not entered dimensions while creating order you may get Pickup error. In that case you need to update correct dimensions to schedule that pickup.
In case you are unable to solve pick up error yourself, take the screen shot of the page and share with the support team on chat support or Ticket from Help page.