This reminds me of the gandalf challenge. Early on I had beaten the final challenge by role playing a 10yo gatekeeping his treehouse and got the AI to spell ou

This reminds me of the gandalf challenge. Early on I had beaten the final challenge by role playing a 10yo gatekeeping his treehouse and got the AI to spell out the password by putting the answer as the first letter of each word in its response. Later on, this was fixed, but it shows how role playing can have surprisingly degrees of depth and confusion on the AI's part. Reminds me of many of the anecdotes in GEB.