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20 times if you're counting by ones.
The odds of rolling a single one on a 20-sided die is 1 in 20 (1/20). Since the rolls are independent events, the odds of rolling two ones on two 20-sided dice would be (1/20) * (1/20), which simplifies to 1 in 400 (1/400).
20
four
There are 1 thousand ones in 1 thousand.