Starting your medical transition while in the midst of any other big thing can be pretty rough. Again, if you don't *have* to deal with a job search right now then maybe you could hold off until you are passing.
If both must happen at the same time, then I really think you're going to have to go about it in the way that feels right and comfortable to you. What Dylan said about educating yourself in advance is critical. After that, you have to do what you think is best. There isn't one right way to do it.
Good luck.
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Practice humility and kindness.
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