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When the sum of the digits you are adding is 10 or larger.
The sum of the digits is also a multiple of 9. And, if the sum of the digits is too large, you can sum those digits and keep going.
Add the digits together. The sum of the digits of 23 is 5.
1 + 1 = 2 The sum of the digits is therefore 2.
The sum of the digits in 252 is 2 + 5 + 2 which equals 9.