Transfering from 10.4 on one drive to a new 10.5 firewire

I am keeping a 10.4.x system on an internal drive for old apps that might not like 10.5. Also the current boot drive is small and can barely hold the OS and apps (no data files which are on an external 500GB external firewire). I have managed to move "lost" data on programs that use a plist and other files with previous major updates, but never to different drives with different OS X.
My questions are:
1) will migration assistant work through an external firewire drive on the SAME computer from OS version 10.4 to 10.5? Data problems I know of at this point will be address book, iCal, mail, iTunes, Safari book marks. iTunes has folders in many places for music, artwork, and other info.
2) with iCal transferring, is there some way to delete old info other than item by item to preserve the current year? My iCal has data back to 1/1/2003 and just want the current year but archive the previous year's information somehow. Can iCal support multiple calendars like iPhoto?
3) I have hundreds of font families and don't want to manually rebuild FontBook from stratch when I move the fonts to the new 10.5 drive in the appropriate font folders. Any suggestions?

1) data migration should have no problem recognizing the internal drive even if you're booted from the external, and migrating the information from 10.4 to 10.5 should be fairly seamless and it's rarely problematic.
2) i found a work around for deleting all the old ical information. i created a backup of the current iCal, then once the backup was completed, went into preferences -> advanced, and selected "delete events 7 days after they passed" it asks if you want to do this. I then clicked ok, and changed it from 7 days to 30 days. it took about a minute for the changes to go through, but it got rid of everything passed 30 days. since you want it just for the entire year, it might be a bit tricky calculating the days, so that you can keep everything for this year. Also, iCal doesn't support multiple calendars like iPhoto, since you can have multiple groups if need be.
3) i wouldn't know too much about this part, i would assume that the migration assistant would take care of this for you.
i would say before doing anything backup your info; better safe than sorry.
hope this was helpful in some way.
-peter

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Hello Sark81Itunes,
Thank you for using Apple Support Communities.
For more information, take a look at:
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http://support.apple.com/kb/ht1364
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