If you want this to be a one-time import then uncheck that box. If you want your Winamp library to stay in sync with your Music folder, make sure the “Keep Updated” check box is selected. The Import Music Folder Button will import the contents of your Music folder that is located under your user name on your Mac. This action will import all tracks and playlists in your iTunes library but will not import podcasts, video and books (podcasts and video are not yet support but are on the Winamp for Mac roadmap). If you want your Winamp library to stay in sync with your iTunes library, make sure to leave the “Keep Updated” check box checked. The Import iTunes Button will import the contents of your iTunes library at this moment. You can skip this step and do later by clicking “Skip Import” link in the lower right corner. Initial Import – The first time you run Winamp (after you accept the Winamp End User License Agreement) you will see a “Import Your Stuff” screen with 2 buttons “Import iTunes” and “Import Music Folder”.

Importing Music into Winamp for Mac (iTunes, Watch Folders)

Inessence, just like the Winamp Media Player for Windows, we wanted Winamp for Mac to be the Ultimate Media Player for the OS X platform.

The goal of the Winamp for Mac Sync product was to eventually evolve into a full-featured media player.

Winamp classic for mac