On the one hand I somewhat hate my old name and getting referred to as male, but on the other hand I would actually have to correct others to use my preferred name/pronouns.
Edit: Its not that im uncomfortable with she/her or that I have to fear of people having a negative reaction over it, but instead that I simply do not like to correct people so I do not "fulfill" the st ereotype of "the annoying trans person that constantly annoys you about pronouns". Is it completely irrational to think like that (especially since all of the people I interact with are very accepting)? Yes! Do I still feel that way? Also yes!
There are two types of people, those who will respect your pronouns, and those who won't. The people that will respect your pronouns will support you and be glad you said something. This category of people does not want to make you feel bad about yourself.
This is where it gets dicey, though. Well-meaning people can take it too far, make too much of a spectacle of something that should be very simple. They don't want to embarass you or exacerbate a socially awkward conversation, but by being too enthusiastic to be an ally, they can make it much worse.
The people who won't respect you are pieces of shit humans, and it would be easy to just write them off entirely. The problem is they might be coworkers or managers or clients or vendors. They might be in-laws or neighbors or friends of friends or distant relations. They might hate you. They might be violent towards you. And there are more of them now, and they have a lot of power right now.
So sharing your pronouns is a risk. It's always a risk. And that's another thing well-meaning allies can miss about the situation.
The best thing for all of it is honest communication and a bit of empathy. Understand that most people do support you, they just don't always know how to best achieve that. Understand that the people who misgender you aren't necessarily doing it on purpose, but the ones that are should be flagged as a potential problem.
I wish there was a better answer that worked in all situations. Sometimes you have to take a leap of faith, and sometimes that leap will be met with hostility.
But every time you do, you are creating the pathways for future generations. It's hard because nobody does it, and exposure is the best source of empathy. Take pride in being your authentic self, and stand up for you and for everyone like you who has or will faced the same decision. But also, don't be ashamed if you choose to remain silent. It's a scary world, and you don't owe anyone the chance to hurt you.