Many Chapters - How Best to Setup Project in Encore?

Im starting work on a DVD of footage ripped from a clients family VHS tapes. Ill be doing the editing in PP2 and then authoring in EncoreDVD 2. I do not have the structure of the DVD planned out yet, but will probably have a few dozen Chapters, of their two daughters growing up. My question is what's the best way to set up and plan for the Project in Encore. Yes, Ill be drawing out a schematic, as I will want the viewer to be able to go to each daughter, or to, say Christmas 86, or to whatever.
Heretofore, Ive usually had one Timeline for a single Project with essentially a Play All button, etc. Or, if I have had Chapters, Ive Exported to individual AVIs, and set each one up on its own Timeline. With these, Ive usually linked Play All to a Playlist for the entire Project, then done a Scene Selection Sub-menu(s). No problem at all. Now, Im interested in getting input on the +/-s of doing it with one Timeline and trying to structure the Chapter Points. Any compelling reason to do it that way, or is the multiple-Timeline method the better/easier to work with, even though I may well have 4-5 Sub-menus for Scene Selection? As several Chapters could be accessed from different Sub-menus, I will probably do Chapter Playlists, if I go the separate Timeline route. If its the old 6-of-one, half-dozen... , then Ill probably stick to what I have always done and just do separate Assets with respective Timelines. I just want to find out how the experienced users would tackle it, before I choose the wrong method and have to re-do the Project, especially the Export from PP2.
Thanks for your thoughts on my biggest project to date,
Hunt

I also want to add that I've seen Neil Wilke's comments on Dolby Encode sound sync drift, and several other comments addressing individual problems. All of these have been printed out to help me decide, so I will not waste time requesting details, just overall comments.
Thanks,
Hunt

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http://en.wikipedia.org/wiki/IMac_G4
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http://lowendmac.com/linux/index.shtml
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1. setup SSD with OS, fresh installs of Apps, and my fonts (i am a designer and i have a gazillion fonts and they always take way to long to load into my font app).
2. I would like my 2TB drive to eventually just include my home directory where all my files, and such will be stored. But I would like to keep the drive as is to make sure everything is working just in case, I dont want to have any down time during the upgrade process (ie if a client calls me and needs something while I am still setting up I could boot off the 2tb drive and work). But after all is working properly then I would like to make it just the home directory and main place for all files etc
3. My remaining 3 drives are broken up for manual backups of my work on 2 of the drives, and then photos and mp3s on one, and movies and tv shows from itunes on the other. I dont currently run Time Machine or Retrospect or RAID....
I see most people saying to create 2 admin accounts, one that would stay on the SSD drive and the other which could be mapped to the 2TB drive and have its home directory there...but what do I do about moving preferences etc? is there a way when setting up that will let me import my current account and let me keep it on the external drive as is? should i move the files that i want to keep off the 2tb drive, wipe it to get rid of the old apps and system and then put back the home directory??I don't want to run into trouble with permissions, and I really dont even want to create 2 accounts because I hate having to close everything and log out for simple installs and updates...i have 2 on my macbook pro now and i run into errors all the time of i cant update this or that because of admin account...even though both accounts are set as admin.
I want to keep the whole upgrade simple, but I would like to keep this fresh system clean as am sure there is way to much left over garbage from upgrades past. So just not sure how best to do any of it.....

I purchased the DataTale RS-M4t SMART 4-Bay Thunderbolt RAID storage enclosure. But it can do both RAID if you get their data manager software download, or it can just mount the drives and be used normally. So basically I can plug all 4 of my current drives into it...and it into my iMac and it will be same as if I had it in my tower....so really not moving over a ton of stuff. I will load all apps fresh onto the brand new iMac - so the SSD will be a clean install...my worries are trying to get access to home directories etc on the current main drive and have things get setup correctly, keychains, bookmarks, etc...as well as my iTunes which has iPad and iPhone backups, etc. I am just not sure as how to best setup the SSD to get the most of its speed while being able to get my current account working but on the second external drive.

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