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How long would it take you to guess one? 100 years? Does the app actually check to see if you have guessed?

This video gives a good intuition for that question

It would take longer than that to try all combinations. The app logs a message but doesn't attempt to sweep the wallet or anything.

It is mind blowing that we can't guess private keys easily, although probably depends on how the wallet is made. Good idea for an app.