From the manual:
Setting iPod classic to Shuffle Songs
You can set iPod classic to play songs, albums, or your entire library in random order.
To set iPod classic to shuffle and play all your songs:
- Choose Shuffle Songs from the iPod classic main menu:
iPod classic begins playing songs from your entire music library in random order,
skipping audiobooks and podcasts.
To set iPod classic to always shuffle songs or albums:
1 Choose Settings from the iPod classic main menu.
2 Set Shuffle to either Songs or Albums.
When you set iPod classic to shuffle songs by choosing Settings > Shuffle, iPod classic
shuffles songs within the list (for example, album or playlist) you choose to play.
When you set iPod classic to shuffle albums, it plays all the songs on an album in order,
and then randomly selects another album in the list and plays through it in order.
To set shuffle options from the Now Playing screen:
- Press the Center button until you see the shuffle icon. Choose Songs, Albums, or Off.
Don't worry baby I'm safe and sound.
My useful posts: