[s__s]

I think you really misread that and defaulted to an overly defensive and negative stance.

[prutschman]

If you think "I'd be better off if I pretended to be trans by putting on a dress" is the wrong reading, then, what do you think the correct reading is?

[otde]

On what planet does “I may need to put on a dress” not read as “if I pretend to be trans, I’ll have an easier time getting a job?”

“Pretending to be trans for (reason)” is a really really common way to mock trans people and I think you know that.

[DocTomoe]

At what point does a mock become acceptable?

Even today there are companies, especially in the tech startup scene, which actively discriminate against "cisgender white males". It is extremely likely that even today, people put on the mask of the currently favoured sexual identity to land a job. Not to mock trans people, just to get ahead in life.