Managing sole iTunes library with multiple machines on-the-go with database&media on external drive?

Hi fellows. Trying to organize & revamp my iTunes library & wish to achieve a configuration but lack the expertise to achieve it. My objectives are:
Objectives
+1. for my multimedia content to be stored/accessed from an external hard disk+
+2. to keep the entire iTunes multimedia & all necessary operating files as self-contained as possible,+
+3. Allow multiple machines to manage import of new content into library, i.e. download new episodes of podcasts, rip new music & movies into the library, sync-ing of iPod even when said machine is nowhere near my external hard disk (this is the tricky one)+
_Justification for my objectives_
For objective #3, it's not that I'm trying to be funny. My use case is I've 1 laptop (main machine & always at home) & 1 netbook (brought to school daily). Most of my iTunes usage will be via the stay-at-home laptop; but I may wish to add/manage new content onto my iTunes library/iPod while I'm outside (hence, decoupled from my external hard disk at home).
I'm not trying to be funny for objective #1 either. I wish to have a streamlined process of retaining & re-instating my iTunes library meta-data across system re-format, i.e. where the iTunes library db files' location may be changed (most obvious being the new "My Music" folder path in Win7 from WinXP)
_What I'm well aware of_
I understand that storing/re-locating multimedia on external hard disk is no-kick to iTunes veteran. I also understand that after a new installation of iTunes, I can move the fresh copy of "iTunes_library.itl" & "iTunes_library.xml" files to my external volume & point iTunes to their new address from the 2nd launch onwards. I also understand any new machines I introduce into my environment can be directed to that exact copy of iTunes library database files when I install iTunes & pressing "Shift" key upon their launch. Lastly, I also understand that I will have no access to my multimedia files (for playback) while I'm outside, but I can still add new content, & download new podcasts & remove old content from my library/iPod
_The question_
However, what I have difficulty achieving, is launching iTunes on my on-the-go machine(s), without a local copy of the iTunes library database files. I doubt iTunes will be able to launch at all, & if I create a new library (just to launch iTunes), it will not possess content from my main media collection & likely to wipe out my iPod.
_My novice attempt & its inadequacies_
My 1st instinct, is to have the iTunes library database files stored in the cloud. More specifically, I can store them files in my DropBox folder/account, & have every machine update to a single latest version of iTunes library database files upon Internet connection. However, this method depends on:
+* the DropBox application to exist forever,+
+* assumed the installation path of DropBox (or any applications for that matter) to persist/remain unchanged across future versions of operating systems,+
+* Will corrupt any un-sync-ed version of my iTunes library database files when I launched iTunes without 1st updating the local cached copy of them database files (suppose I manage my iPod playlists via iTunes on a plane)+
_Open for recommendations_
So here I'm, all ears to any fine recommendations you iTunes veterans have to offer. Thanx in advance.

In case anyone is interested in these sorta thing:
UPDATE #4: Unfortunately, if you discover you tagged something wrong after importing the songs, even when you correct the tags, iTunes will not re-organize the folder hierarchy, as long as “Keep iTunes Music folder organized“ is UNchecked, even if the songs were imported via the “Automatically add to iTunes folder” channel.
Example: I imported a folder of Andy Lau songs into my library, unbeknownst to me, some of the songs had their “Artist” tagged as “Andy Lau“, while some had theirs tagged as “Liu De Hua“. Naturally, the 1st time round I imported them, 2 separate folders were instantiated as to iTunes, those were names of 2 distinct artists (this is expected, & acceptable behaviour). The downside is, even if I re-tagged all those songs with “Andy Lau” as the artist, iTunes will no longer re-organize & consolidate all them songs into a single “Andy Lau” artist folder (because I’d “Keep iTunes Music folder organized” UNchecked remember?)
Well, you may suggest that I check that option when managing my future library & uncheck it right before launching/using my main, current library. The thing is, iTunes preferences persist across libraries, & one day I will forget to uncheck that option, launch my main library & lose all my current music folder structure to iTunes’ re-organization (which I don;t want, as of yet). Which brings me to another update:
UPDATE #5: My future iTunes library has “I:/iTunes_Media” as iTunes’s “Home” folder. This setting persists even when I switch back to my main, current library. Which means, if I’d my external volume connected while launching/using my main, current library, all new content will end up in that folder on the external volume! Which messes up the whole scheme of things! Arghz!
UPDATE #6: Here’re some updates with regards to ID3 tags:
* the “Album Artist” in Windows (7) Explorer = the “Album Artist” field in iTunes 9
* Modifying a ID3 tag field using Windows (7) Explorer will update BOTH the v1 & v2.3 version of the ID3 tags on the song (if the song has both versions of tags embedded & if the field exists in both tag versions). If you update the tags via iTunes, only the v2.3 tags get updated. This is surprising.
* the “Contributing Artist” field in Windows (7) Explorer = the “Artist” field in iTunes 9 & the “Artist” field in ID3v1 tags (changes in tany of the 3 fields will affect the other 2 respectively)
o However, iTunes Media folder organization will only adhere to the value saved in the “Album Artist” field [if you change the value of "Contributing Artist" in Windows (7) Explorer, the "Artist" field in iTunes or the "Artist" field in a song's ID3v1 tags, no folder re-organization will occur]
UPDATE #7: Some updates with regards to workflow:
Decided to retain all non-music content within a sub-folder named “non-music” beneath the main album folder (& take strict precautions to import songs only). The exception is “m3u” playlist files. Have read elsewhere if you import a folder of songs & there’s an “m3u” playlist inside, your library may have duplicates and/or the tags of those songs you just imported could be screwed, etc.

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    Message was edited by: macmenno

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  • Sharing an iTunes Library across multiple user account and a network.

    Sharing an iTunes Music Library across multiple user accounts.
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    If it is not already enabled, open system preferences and enable Fast User Switching in Accounts Options.
    Summary:
    We have shared a single iTunes library across multiple user account, while still allowing for network sharing. This method is designed to save space on machines, particularly those with smaller hard drives.
    I hope that this hint proves to be helpful and I hope everybody will give me feedback on my process.
    regards,
    Pete.
    iBook G4; 60GB Hard Drive, 512MB RAM, Airport Extreme   Mac OS X (10.4.6)   iWork & iLife '06, Adobe CS2, Final Cut Pro. Anything and Everything!!!

    how to share music between different accounts on a single computer

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