How do you reduce the time it takes to move a file from a hard disk to a pen drive?

If the pen drive is a standard USB drive then think about upgrading to a USB 2.0 drive, your computer must have a USB 2.0 port as well. USB 2.0 will transfer data much quicker than standard USB. Another option is to use a file compressing software to make the file smaller that you are transferring to the Pen drive. Smaller file, less to move.