Playing iTunes or Sony Connect music and videos on the 8820

Question

How can I move iTunes or Sony Connect music and videos to the 8820?  I've got Desktop Manager 4.3 software, but the only way I can get the iTunes music (video won't copy) to the 8820 is to first burn it to a cd and then "import" with the version of Roxio on Desktop Manager and then copy it via Roxio onto the 8820.  In the process I lose the music track descriptive information (artist/track).  Also using this process I've now got 2 copies of the same songs on my desktop plus a cd I can't seem to add songs to.  What is the most efficient and effective way to do this? 
I have not tried to deal with my Sonny Connect library yet -- any advice on getting those songs onto the 8820?
Also, I have never had an iPod and am new to iTunes -- is there a better music and video service out there?    Preferrably one where it is easy to copy the songs to the 8820 as that is my only portable music device.  Sony's Connect service is out of business so my old ATRAC player is now a portable radio with old songs on it  Thanks. 

Answer 1

This post I found & pasted below seems to explain it best - this is only for Ipod (& Ipad?) the iPhone 4 will only let you add from 1 computer supposedly.  Basically IF YOU CHECK THE MANUALLY MANAGE BOX YOU CAN NOT SYNC WITHOUT ERASING AND ADDING, BUT YOU CAN DRAG & DROP FILES TO THE DEVICE INSTEAD
What is the "Manually Manage Music and Vidios" option on itunes + ipod?
When I connect my ipod on my computer theres this ipod page + 1 of the options is "Manually Manage Music and Videos". What does that do if i select it? The reason I'm asking is that I don't want to mess up my ipod if I do select it. + later I can't change it back. THANKS! 
Best Answer - Chosen by Voters
It is the best and easiest way to use your ipod.
When you manually manage your music you choose what to add and delete from the ipod.  You dont have to sync your ipod. 
When it is on manual you can use your ipod on as many computers and itunes libraries as you want without losing any music off your ipod.
You just drag and drop the songs, videos and playlists you want from the itunes library to the ipods name.
Right click and delete what you dont want from the main playlists under the ipods name.
Nothing will ever be deleted or added until you direct it and you can safely use it on any computer.
If you click manually manage music nothing will change on your ipod as it is now until you physically add or delete things.
If you resync with an itunes library later, though, you have to be careful because anything not in that itunes library will be deleted off the ipod.  I always keep my ipod manually managed because I use it on several diff computers.
or you just highlight the 20 songs together and drag them in one action
some people are so lazy, lol
Think if it this way
If it is manually managed and you go to your friends house you can use her itunes library which means basically getting music from any other itunes library you want.  Not just your own.