1 - quickest answer i can think of, especially allowing for custom classes, would be to have the PC set it himself through either dialog or a messagebox. i'd split characters the same way that the game does for skill specialization, warrior, caster, rogue.
2 - yes, you can strip the PC, give him the "flashback items", and force-equip those items. the problems would be emptying the PC's inventory totally, and restoring what they had when the sequence was over. not sure how to overcome that one. perhaps some sort of trick using werewolf functions from bloodmoon?
3- i dont think you can delete entries recorded in the PCs journal. just word the entries like "i remembered that..." "i recalled..." "during my reminiscence..." "in my dreams of past events..." or other equivalent phrases
Re-reply: jaja
1- I had thought about dialogue in the form of topics/greetings that would be class/race filtered and presented you with choices on how to begin your story the choices would triger teleportation to the place you started describing... and continue to evolve until a certain dialog/event/journal entry would place you back were you began.
Example: Greeting: "Please tell me the events sorrounding your capture." choice:
"I got up early that day. If I had knew it would end up like it did.... I{ld have stayed in bed... "(Transported to a room of your house where you take items from a chest ewuip yourself and get out to a short but scaling adventure wich ends with you being put in prison or shiped away).
2- Is there a way to check encumberance via script or dialog (I can come up with a few ideas to limit the items on the PC or force the player to take out everything ) but none that wouldn{t breack inmersion a bit
3- I meant entries to lead you trough the memory. but I don{t think that memories should be that complex. not with the scope of the mod I think of this like Mies and Le Corbusier think of arquitecture"Less is more." the simple the better.