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Because the charismatic ones you are less likely to notice. Also most people who work for Evil Corp know their company is evil, so if a polite charismatic person is taking advantage of the system you're less likely to go dig out what they're doing.
For example if in OPs story the guy had been polite and charming, he would have never gone into his account to check what was up, because it would be just a nice customer being nice. What's to tell you that there weren't other dozen like that that flew right under OPs nose, just because they never awoke suspicion.
Yup, being nice and polite to the people helping you is the single biggest way to get them to look the other way or have them bend the rules for you. The instant you start playing the asshole card, you usually get strict by-the-letter policy.