Sergeant Colon adjusted his armor haughtily.
“When you really need them the most,” he said, “million-to-one chances always crop up. Well-known fact.”
I’ll never forgot old World of Warcraft discussions about crit probability. If a particular sequence is “one in a million” and there are 10 million players and each player encounters hundreds or thousands of sequences per day then “one in a million” is pretty effing common!
I'd argue that it doesn't depend on that at all. That is, its meaning is the same whether you're performing the trial once, a million times, ten million times, or whatever. It's rather whether the implication is "the possibility may be disregarded" or "this should be expected to happen occasionally" that depends on how many times you're performing the trial.