How to use MediaMonkey to manage your iPod

This brief tutorial will show you how to use MediaMonkey to manage your iPod.

Please note: This guide was authored back in 2007 and obviously, quite a bit has changed since then. MediaMonkey still exists, and is supported in Windows all the way up to and including Winodws 10. It even works with more than just the iPod – a full list of compatible devices can be found here. With that said, the following steps and screenshots have probably changed quite significantly.

  1. First, make sure to enable disk use on your iPod by connecting it and opening iTunes (if it doesn’t auto-launch). Select your iPod and then click the Settings tab. Scroll down to the Options section and remove the check from the box labeled Open iTunes when this iPod is attached. Then place a check in the Enable disk use box (if it isn’t checked already). Click Apply.
  2. itunes settings
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  3. Exit out of iTunes, and confirm that your iPod has now mounted itself as a drive.
  4. ipod drive

  5. Download and install MediaMonkey if you haven’t yet. When you run it for the first time you’ll be presented with a brief setup wizard. The first screen explains the differences between the paid and free versions, and lets you know what it’s going to do next. Click OK to continue.
  6. mediamonkey
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  7. From the top part of the Add Folders window, select any of the drives/folders you want MediaMonkey to scan for audio files. From the bottom part of the same window, select the type of files you want MediaMonkey to scan for. Click OK when you’re ready.
  8. mediamonkey
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  9. MediaMonkey will also auto-detect many other audio players on your system, and ask if you want to import information associated with them. Click OK or Cancel depending on your preference.
  10. mediamonkey
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  11. And now MediaMonkey will launch. Use the left side column to navigate to some of your music (via Artists, Album, Genre etc.)
  12. mediamonkey
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  13. Plug in your iPod if it isn’t already, highlight a few tracks, and drag them to the iPod entry in the left column.
  14. mediamonkey
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  15. The bottom section of MediaMonkey will display the transfer status.
  16. mediamonkey
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  17. When the transfers have completed, select your iPod from the left column to confirm the tracks were uploaded.
  18. mediamonkey
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  19. Right-click on your iPod in MediaMonkey and select Safely remove device when you’re ready to disconnect your iPod.
  20. mediamonkey
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  21. That’s it – you’re done. Happy listening.

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11 thoughts on “How to use MediaMonkey to manage your iPod”

  1. Hi, I have a Ipod classic, Iphone and a shuffle. I have separate music genre for each. Can MM does like iLibs (where it’s able to manage musics)?

  2. How do I sync only one song to my ipod? It’s being weird and won’t let me do it any way possible, the only way I can is if I delete everything and put it back on. Please help?

  3. that is suffered with itunes… i like winamp but there’s not much development towards anything better thanks to jobs control issues.

  4. you can use winamp too and it allows podcasts. it might need an extension.. i can’t remember now as it’s been a while. i’ve just suffered with winamp as i have too many apps to use anything else reliably but i’d switch in a heartbeat if anything was comparable that allowed app management.

  5. Simple – and potentially dumb – question coming up (I’m an iPod rookie, so forgive me)!

    There is no mention above about how to download podcasts from various websites (free or paid), which was one of the good features of iTunes as it was easy to do via the iTunes store… Does this mean that we cannot do this with MediaMonkey and I will have to use iTunes to download new podcasts etc.???

  6. Does anyone know if I can use MM as an alternative to itunes in order to avoid the problems I am having (along with half the world, it seems) in itunes not recognising my ipod classic? i am not IT literate at all so a straightforward answer would be appreciated! thanks

  7. Hi i just got the new Ipod nano with camera and i drag the songs to the ipod but when i go to the nano to play them it keeps saying there are no songs even tho i see them on the playlist on the monkeymedia. Anyone has any suggestions??

  8. You can also get the music off your IPod onto the Media Monkey server by selecting Tools -> Convert audio format
    Select “Convert tracks to new destination”
    Select a location on your hard drive and a naming structure and it will copy music from the IPOD to your PC.

  9. all these alternatives to itunes seem great, but what i’m trying to do is to be able to fill my 30GB ipod and not having to backup those 30GB in my laptop. any suggestions?

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