I have a six year old Dell Inspiron 5150 running Windows XP and a 20G iPod Photo (model MA079LL). I am running iTunes 188.8.131.52 and have mostly podcasts and music ripped from CD (but some purchased music). Soon, I am buying both a new PC (probaly a ThinkPad W500 running Vista 64) and a new iPod Touch.
What makes the most sense for upgrade order? Do I get the new PC working with the old iPod and then upgrade iPods or doesn't it really matter? In the end, I want all my music on the new iPod, synching with the new PC?
I found How do I transfer my IPhone and ITunes application to another computer?, but I thought the new iPod might throw a twist into the problem.