I'm curious about something as far as casting in these situations. Obviously the ideal person to play a trans character is a trans actor. That should always be the ideal. What about if the character spends a significant time in the film pre-transition however? Obviously this doesn't exclude you from using a trans actor necessarily. But, and I want to be clear here that this is coming from a cis man's perspective and I could be completely off, but from what I do know about the trans experience it seems a significant amount of time effectively dressed up as the other gender could be a serious trigger of dysphoria and could be a problem. What would be the ideal way to go about that situation? Have a casting call asking for trans actors but be very clear when sending out the casting call about what the role requires? I mean, actors take on uncomfortable roles all the time, I'm not saying that I think a trans actor is incapable of doing so, but it seems like a potentially damaging situation.
I'll also say that I would hope any such story was at the very least written by a trans writer, or at least co-written by one, because I can think of very few situations where this would be someone else's story to tell. I suppose there could be rare exceptions (off the top of my head, maybe a film about a spouse who finds out their spouse is trans, that's not inherently an invalid perspective to tell a story from) but even then having a co-writer who is trans will help to make sure the project feels fair to all involved. I would also think having a trans director would be the ideal as well. Maybe not to the point where I would say it should be required (just knowing the realities of financing in Hollywood, if a big name cis director can get a story from a trans writer, with a trans actor, made by attaching their name to it, that doesn't necessarily seem like a bad thing) but certainly its the ideal.
You pretty much answer your own question yourself, actors handle uncomfortable roles all the time. I say this not as an accusation as I understand you're trying to play out scenarios so that you can understand a concept but your hypothetical reminds me of men protecting women from "hard jobs". Transpeople are normal people and don't need to be protected from potential mental collapse or something like that, certainly not all or the majority of them at least. I think that fear of harm itself is a unwanted stereotype.
In the grand scheme of things, I don't think it should be necessary for every depiction of a transperson on screen to be consulted or created by a transperson, that's ridiculous and unsustainable and would do more to cut us out of the narrative than anything else. But, we're in baby-land right now and looking for ANY positive representation and currently have 0 ownership of our own voices, so it's moot to play out the hypothetical when we could be playing the game in front of us instead.