Free trial accounts being used to obstruct zones by one guy (Weeaboo Police/CIA)

[Esja]

1) as stated before, multiple people each running around 15-20.

There is at least circumstantial evidence to the contrary here: I have witnessed this person logging on and positioning accounts at least half a dozen times in the last month and at no point has there been more than one character logging in and/or moving at once. In addition, even if it were a small collective doing this I do not see how it has any bearing on the ethics of what's happening here.

3) As defined by Square Enix "Harassment" is speech and/or behavior that inflicts deep emotional distress on another person. Being AFK with a lot of characters is not going to qualify as inflicting deep emotional distress.

There are several people I've chatted with who would disagree. One person I have chatted with last night mentioned that they felt like crying as the newest batch logged in since it finally exceeded their blacklist.

4) Circumventing the blacklist isn't against ToS. What you're looking for under Prohibited Behaviors is:
"Creating new characters to message someone who has blacklisted you, despite being asked to stop the behavior."

I'd argue that their behavior would quality under 3.2 - Disruption at the very least since people who don't want to see them are denied use of their blacklist, but as mentioned in the Prohibited activities FAQ directly linked in the ToS, the list of prohibited activities is a guideline, not an exhaustive list.

Because there's no contacting of someone who has blacklisted them, there is no violation.

I think what you're running into is called the Appeal to Law fallacy. We're arguing that something should be done, while you're arguing about how their behavior "technically doesn't fit into the traditional guidelines for actionable violations." Square Enix has clearly left themselves enough leeway to do something about this, and obviously this is a person with a clear malicious intent abusing the service to harass the playerbase.