The biggest plot hole i can think of is the Navarro infiltration. The enclave thinks all non "pure" humans are mutants...theres no way they would accept "recruits" from what they consider mutant wastelanders. Yet, you can show up to the gas station with a suspicious car and claim to have hired an escort. That makes no sense whatsoever. Any recruits to the Navarro base would obviously come from the oil rig via verti birds. As for the tanker...it makes no sense that they would park it at San Francisco. They would obviously park it somewhere where nobody other than enclave personnel could get to it in the first place (like, a deserted island or just in the middle of the ocean). And somehow, nobody on the oil rig notices the tanker sailing up to it at all.