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I don't think you'll find a spot in the DMG that says, "A group needs a healer." I'm pretty sure near the very front it says you should have each role present, though. That section then goes on to help the DM understand what encounters the party is going to have trouble with if they are...

I only looked at base AC, because they should both have the same enhancement and item bonuses from their equipment, and be adding the same level bonus. However, there was an aspect I wasn't considering: Say I take that rogue with 18 starting DEX (and putting +8 to DEX is not a detriment to...