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I listen to music on my Mac every day. However after a playlist ends, playback stops and I have to hit Play manually to start playing the playlist again from the beginning.

Is there anyway to restart a playlist automatically after it has finished playing the last song?

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Simply enable Repeat → All. Right-click iTunes on your Dock, and the option will appear.

Repeat All

There are several other locations, such as the menu bar item Controls → Repeat → All, or this icon at the top of your iTunes window, opposite the album art: Repeat

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  • Make sure that Shuffle is not checked on if you want to play from the very first song in the playlist. Otherwise random song will be played. – Pratik Aug 7 '17 at 7:43

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