You should attempt things that are difficult enough to guarantee some early embarrassment, but important enough that long-term regret is unlikely.

ore often than not, our fear doesn’t help us avoid the feelings; it simply subjects us to them for an agonizingly long time. We feel the suffering of procrastination, or the frustration of a stuck relationship. I know partnerships that drag along painfully for years because no one is willing to speak about the elephant in the room. Taking risks,

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No one is going to give you what you want unless you voice it. I now see it less as going out on a limb and more as extending a possibility. If someone is interested, that's excellent. And if they’re not, fine. There's really no harm in trying, because the worst thing that happens is someone doesn't share your vision and you move on.