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Love this! Thanks, it was a casual idea of mine that I didn’t really think through before.

Here’s a slightly different approach to this. Let’s instead assume that the set of “memorable” strings is constant (say of size N/M where N is the number of all strings) and the user hits as many retries as needed to get a string from the memorable set. If the number of retries is a random variable X, then if we know the distribution of X we know M. Since the number of bits lost is something like \log_2(M), we just want to find out how X relates to M.

EX = \sum_{i\geq 0}i(1-1/M)^i(1/M) = WolframAlpha :) = M - 1

So it matches: if your average number of tries is M - 1, you lose something like \log_2(M) bits of entropy.

Makes me feel better about all those times when I hit retry a dozen times.




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