> Probable spoilers ahead
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> My current party is three assassins (lvls 21, 17, and 20), a lvl 17 wizard-ex-sorceror who knows every spell, a lvl 21 druid and a lvl 17 druid-ex-wizard who knows every W spell.
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> Should I press on or should I retrain one of the assassins as a druid and one of the druids (probably the lvl 21 one, once he fills out the spell lists) as an assassin? (I'm leaning towards a final party of A, A, A, W, D, D)

I find three Assassins (for physical attacks) and three spellcasters (for mass attacks) to be an almost ideal combination. Personally, I like to have one Wizard-turned-Assassin, just so I can have magic points in reserve for healing spells between battles and for DISARM. There's a phase where you need a lot of your spellcasters' magic points for battle spells.

If you're down on the ninth level, you can level up a new character at will, so there's no harm in having six spellcasters, three of which are Assassins.

^v^:)^v^
FB