Problems because multiple AppleIDs and no help from iTunes Support

I am a VERY frustrated owner of 9 separate Apple computers/iPads/iPods/iPhones.  Over time, I have been forced to change my AppleID on 3 separate occasions (non-e-mail to one with e-mail, non-me.com to an @me.com to move my mobile me to iCloud), and now my devices do not update apps unless I Sign into different accounts than my new primary iTunes Account...the one that I need to make the whole iCloud BS to work.
It is VERY clear to me that there is very little coordination between depts at Apple, which with a VERY closed architecture is not a good thing.  All I want to do is shift prior purchases to my new primary AppleID but iTunes Support has been no help to date.  That only adds fuel to the fire as my Apple ownership experience has already been less than stellar.  Candidly, I are ready to move back to the Windows world and sell my new iPhone 4S to get an Android phone.  They seem to be advancing a lot faster anyway from what I can see and it would be pretty awesome to be able to view a Flash video again.
Aside from the aforementioned rant, has anyone else had problems with iTunes multiple accounts issue and upgrading to iOS 5?

I am having problems with the password for computer, itunes, icloud, apple ID.and since the apple tv update yesterday, I spent lots of time trying to sort it all out. Today I called Apple  support, and he helped me make necessary changes so remote in ipad, iphone and apple tv worked with the different passwords changed to one.
Several hours later it is rejected in all devises for home sharing and I get an errorfile://localhost/Users/barance/Desktop/Screen%20Shot%202011-10-25%20at%206 .39.41%20PM.png
Mad asd **** and not sure what to do?
Thanks anyone who can help
Barry

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