At how many tweets per hour of [redacted] who threatened to blackball me from the industry for trump vote about how Hillary Clinton “actually won” and how she’s “so scared” should I dump an industrial sized bag of salt on her wounds by replying?
My first answer: please don’t send me this kind of question. No offense, but as a general rule I don’t care about your personal fights – even if they involve politics, and even if I’m nominally “on your side.” [Aside: I’m not altogether on anybody’s side, because nobody is altogether on my side. Except my wife.] Yes, I just waded into a personal conflict – because it directly touched on my business interests. But as a general rule, I stay out of them.
However, I did find the question interesting. Also, I found this question deeper than it first appears.
Put aside, for the moment, your own political leanings. Imagine the scenario reversed, if you need to.
The obvious answer that most of my real life friends would give is, “no, of course you shouldn’t troll.” On the other hand, the immediate response from most of us would be an intense emotional desire to do exactly that. What should he actually do?
The answer is that it depends, and that’s where nearly everyone fails. Most of us fall into one of two distinct categories. Many would just give into the emotional desire to “get back at” the other person. Others would live by an intense code that doing so is simply wrong. Neither person has stopped to actually think the problem through.
Engage your brain for a moment. The first question is the most important. What is your actual goal? Or, more often, what are your actual goals? Only once you truly understand that can you decide which action leads you closer to that goal.
In this case, I only have partial information. I don’t know the history between the two parties, or their current circumstances. And I don’t know what my acquaintances actual goals are. But I do know a bit.
The person he wishes to troll seems to no longer have the ability to retaliate in a meaningful way. The redacted information makes it clear that she once had financial influence over him, and power over his career. It also makes it clear that this power is now gone. That’s important. If she still had direct power over him, the answer is definitively no. Don’t bite the hand that feeds.
Given that, as a general rule I tend not to troll people unless there’s a purpose. Here we’re talking about Twitter. Will it raise his profile on Twitter, and help him gain publicity? Perhaps a little, with a certain sub group. But probably not much in this case. On the other hand, it probably won’t do him much harm, either.
But from the tone of the message, he probably just wants to rile her up. Sometimes you actually want to do that. An angry opponent makes stupid decisions. But if you’re not actually engaged with someone in a strategic way, what’s the point? If it’s just to get his rocks off, then my advice would be simple: don’t do it. It will just make you look petty.