How did God determine that Judas would betray Jesus without overriding Judas’s own free will?

Calvinist will frequently point toward the events surrounding and leading toward the crucifixion of Jesus as being a clear example of God’s meticulous decree controlling historical events. James White likes to mock the non-Calvinist position by saying things like, “I guess God had to just hope REALLY HARD that somehow all of the events he wanted to happen just accidentally happened!” as if there is no middle ground between steering the events around the life of Jesus and controlling every choice of every person in all history. Sarcasm is not his greatest strength, but bless his heart, he keeps on trying.
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