Roland Banks and the Press Pass
Assuming he passes his personal story (which isn't hard), if he has fewer than four Clue tokens, he gains one Clue token during the Upkeep. On turn 1, he doesn't use his Press Pass and he gains one Clue token. On turn 2, he uses the Press Pass and gains two more. On turn 3, he does the same thing, bringing his total up to five Clue tokens. He doesn't need anything but the Press Pass and his own Intuitiveness to make this happen, so he literally cannot be stopped. The best part is, he can go through a gate with no Clues and he'll have five by the time he returns to Arkham. And if he has to spend Clues in the Other World, no biggie. Once he returns to Arkham, he can just hang out with a Explored token until he's back up to five.
I realize the Press Pass is exploitable in all kinds of ways, but this is just ridiculous. William and Roland are currently wiping the floor with Tsathoggua. William cares not that the Science Building is closed.