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And now for the irony in all this.
2d8 averages 11 damage
3d6 averages 10.53d8 averages 16.5 damage
4d6 averages 14 damage4d8 averages 22 damage
6d6 averages 21 damage6d8 averages 33 damage
8d6 averages 28 damage
Math is off:
2d8 averages 9 damage
3d6 averages 10.5
3d8 averages 13.5 damage
4d6 averages 14 damage
4d8 averages 18 damage
6d6 averages 21 damage
6d8 averages 27 damage
8d6 averages 28 damage

AerynTahlro |

And now for the irony in all this.
That's exactly my point in asking what the mechanical gain truly is for this situation. Because I can't see this as being a worthwhile tradeoff.
Even using Vital Strike you're not tacking on massive damage (although if your build is for Vital Strike, every extra dice roll is important...).

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I'm confused as to how this can still be unclear. The redcap can use Medium sized weapons without penalty. The scythe doesn't change handedness. In fact, the redcap doesn't say he can use a size larger or anything else. It says he's a small creature with no penalties for Medium sized weapons. That's neither a precedent for PCs to break the rules, nor is it in any way related to the player's problem here. Redcaps don't have 3.5 Monkey grip or a related ability. They specifically can only wield weapons sized for Medium creatures without penalty. So, a two-handed small scythe becomes a two-handed Medium scythe. If the redcap becomes a Medium creature, he doesn't then get to use a two-handed Large scythe without penalty. Moreover, the redcap's ability offers no help at all on the handedness issue. Nothing says he could use a Small scythe one-handed or a Large longsword two-handed.
Again, unless your GM is a permissive soul (and I'll have words with such a fellow) just go with the Large, one-handed falcata and shield. That's plenty of awesome.