How to shuffle podcasts in itunes

I have hundreds of podcasts and I want to shuffle them in itunes. I noticed when I play one the shuffle button is there and I can push it but when the podcast is over it stops and doesn't go on. What is a way to make them shuffle? Also I have a 7th gen Nano and would like to shuffle podcasts on there but there is no shuffle button.

Hello there, freshmotty.
The iTunes Help menu provides information that indicates playback and shuffle should be available for your podcast:
iTunes Help: Play music, video, and more.
http://help.apple.com/itunes/mac/11.2/#itns26681
You might also try creating a podcast station using the following information:
iTunes Help: Download podcasts and educational media
http://help.apple.com/itunes/mac/11.2/#itns3125
     Create a podcast station
Choose Podcasts from the Library pop-up menu and click My Stations.
Click near the bottom-left of the iTunes window.
Type a name for the station.
Do one of the following:
Add podcasts to the station: Click next to the podcasts you want to include. A checkmark appears next to any podcasts you include.
Add all podcasts you subscribe to: Click On next to “Include all podcasts.”
To customize the settings for the station, click Show Settings. You can set the play order, which and how many episodes to include, and whether to include audio podcasts, video podcasts, or both. To include only episodes you haven’t played yet, select the checkbox for “Unplayed only.”The station’s settings apply to all podcasts included in the station.
Click Done.
To view a station, click My Stations, then click the station in the list on the left. To play the station, click . To view or change the station’s settings, click .
In regards to shuffling playback on your iPod Shuffle, I also found this article which you may find useful:
iPod shuffle: Playing audiobooks and podcasts
http://support.apple.com/kb/HT1831
Playing Audiobooks and Podcasts on iPod shuffle
When using iPod shuffle (1st and 2nd generation), if iPod shuffle is set to shuffle songs it will play all the audio files on iPod shuffle except audiobooks and podcasts1. To play an audiobook or podcast, set the switch on iPod shuffle to play in order .
When using iPod shuffle (3rd generation), podcasts and audiobooks will not be played when content is played from All Songs. If content is played from a playlist synced from iTunes, audiobooks and podcasts will only be played if the iPod's switch is set to play in order. In addition to playlists synced from iTunes, iPod shuffle (3rd generation) will create a special playlist for each audiobook synced and one for podcasts. When accessing these special playlists, audiobook and podcast content will play whether the iPod is set to play in order or shuffle songs. Podcast are sorted by alphabetical order and then by episode date.
Thanks for reaching out to Apple Support Communities.
Cheers,
Pedro.

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