Here's a rule I find useful: You should attempt things that are difficult enough to guarantee some early embarrassment, but important enough that lo… - James Clear

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Here's a rule I find useful:

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

Trying something difficult will usually make you look foolish or inexperienced. That’s fine. That's the cost of learning.

But if it's important to you, then you'll work through the early failures and — even if things ultimately change shape or don't work out — you'll never regret going for it.