...will the board consider explicit transphobia hate-speech?

I’m not sure what you mean by the definitions and the winky-face?

To explain, here’s the exchange with Kobal2 in full:

If you think about the rhetorical structure, you’d say:

But you would put it backwards on one side like this:

What he wrote appears to be inverted like *** above. At first, because I’m used to referring to trans people correctly, I just took it to be sloppy rhetoric. Then I realized - of course he is deliberately misgendering them. When he wants to refer to a transman, he uses the word transwomen.