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I'm lucky enough to be in my 30s and still have grandpa and his wife (my grandma by all accounts, but she doesn't want to be called that because it makes her feel old). I was visiting with them recently and said "I still feel like a stupid teenager. I don't feel like I'm an adult that knows what they're doing, I'm just doing the best I can" and my 83 year old grandpa replied "sweetheart, I still feel like I'm in my 20s, I don't think anyone ever really figures it out, no one knows how to be an adult".
So i think the answer is: never