> I was going back and forth between two squares rolling 3 every time for a statistically improbable number of times.
For a fair single die, every possible sequence of a given length is equally (im)probable. We tend to notice the ones that are particularly convenient or inconvenient, but they are exactly as likely as any of the less memorable ones.
Yes I know this but also tweaking the weights of rolls to be lower as you near the hole will also be less frustrating to the players.