samtf
For #1 and imo more #2 and #3 like the others have said, a therapist can help. Especially if they are willing to do family counselling and help ease them through this. And help you navigate the anxiety and social situations that come with transitioning.
For #1, here is a link that might help,
https://genderdysphoria.fyi/en
I may be biased but I find talking to other trans people and introspection can help more than a therapist who aren’t trans themselves, as a lot of this is lived experience. People choose to transition for all sorts of reasons. There are crossdressers who identify as male and take hormones for aesthetic reasons, and lesbians who take testosterone as part of their butch identity but still very much are cis women.
Something that I find useful is to consider things in small separate components. Am I a man/woman/non binary person, is a question that might be that easy to answer for everyone. Instead, what do I want to look like? What do I want people to refer to me as? Do I want the changes from hrt? Am I comfortable with this part of my body?, might be goal focused questions to tackle that can inform the transition process in the short term.
This resource is UK specific, but it also has a tonne of general information, it might be useful
https://genderkit.org.uk/
Contrapoints and other trans content creators make a lot of content about gender and their journeys, these might be worth looking at.
As for if you’re going to make a mistake with transitioning, I assume you’ll start with HRT. HRT is pretty slow, and you can stop at any time. Of course, there’s some changes that are irreversible, but you’d know this going in, and most of them can be managed. A lot of people also go on hormones first, before changing their social presentation so they can have the changes that they want before they start to present in society as their gender. That can be an option, I’m doing that right now.
And tbh, the system also makes it pretty hard for us to transition, you’ll be forced to re-evaluate/ low-key prove yourself at pretty much every point of transitioning anyway.
I don’t think most people are 100% sure on most things they do in life. When you ask yourself if you’ll regret not doing this, if the answer is yes, then I think it’s worth trying it out at least for a bit. Even if it’s just getting a letter of support from a psychiatrist so you’re ready to start whenever.