Transportation can be fickle and communications can always fail at unfortunate moments,
especially when assisted...
People make mistakes all the time, especially when they get drunk.
such "visit-in-turn" operations require Transportation and Communications but those requirements are hopelessly vulnerable inside a tyranny.
Any large scale operation shuffling a group of thugs from one theatre to another is vulnerable. Repeatedly invading too many "someone's hometown" is how militaries repeatedly fail.