When you download books from audible, they are automatically placed in bookport transfer. And audible is the first thing that shows in your favorites under bookport transfer. You just go down the list and either hit alt s to send to your bookport; or you can simply hit enter. You can also queue books when the bookport is not connected by selecting them. Then when you connect the bookport it says that you have books queued and do you want to send them now; press enter and wait for it to finish transferring the books to the bookport.
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