
UnArcaneElection |
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^And I think if you do have enough caster level to force multiple rerolls, they have to be spread out onto different d20 rolls, so your Persistent Spell would still get 3 rolls (take worst), and then something after that would get 2 rolls (take worst) (unless it was another Persistent Spell, in which case it would also get 3 rolls (take worst)).

Yorien |

I have read stacking Ill Omen and Persistent spell forces the enemy to roll 4 times, picking the lowest roll. Is this how it works?
Nope. Persistent Spell forces a creature to reroll the saving throw for the associated spell (in this case, Ill Omen) to affect the creature.
Benefit: Whenever a creature targeted by a persistent spell or within its area succeeds on its saving throw against the spell, it must make another saving throw against the effect.
Ill Omen does NOT allow a saving throw, so PS does absolutely nothing.
EFFECT
Range: close (25 ft. + 5 ft./2 levels)
Targets: one creature
Duration: 1 round/level or until discharged
Saving Throw: none
Spell Resistance: yes

Rule Mule |
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Ill Omen does stack with a follow up spell that has Persistent Spell on it. You roll twice, then roll again if your lowest roll made the save.
Ill Omen makes you roll twice and take the lower number before you know if a single roll would have succeeded or failed. Persistent Spell makes you roll again if you made the save.
Example: Target is under the effect of Ill Omen. He's hit with Persistent Charm Person, needs a 7 on his roll to save.
Step one: Roll twice, take lowest, as required by Ill Omen. Was the lower resultt lower than 7? Keep that, you fail the save, don't worry about the Persistent Spell effect. Was the lowest result 7 or higher? You would have saved, so Persistent Spell triggers, roll again and take that result.
Of course it's faster and the same to roll three times and take the lowest, but the above steps show why that is and why they are different effects that do stack.