Hm. We had one 2-digit date earlier this month, previous ones in 2020, 2002 and 2000, and before that... 1999, 1919, 1911, 1888, 1818, 1811, etc.

1-digit ones way back on 1111/11/11, 1111/1/1, 999/9/9, etc. Future ones in 2222, 3333, etc., and then a 11,111 year gap from 11111 to 22222.

Did I miss any? I’m going back to sleep now.