Midrash for Kiddushin 43:4
אמר בסוף שש ולא אמר בתחילת שש אינו נרצע שנאמר אם אמר יאמר העבד עד שיאמר כשהוא עבד
but not at the end, he is not bored, for it says.' I will not go out free': [hence] he must say it when about to depart. If he says it at the end of the six[th year], but not at the beginning, he is not bored, for it is said: 'But If the slave shall plainly say': he must say it while still a s
Sifrei Devarim
(Devarim 15:16) "And it shall be, if he say to you: I shall not leave": I might think (that he says this) one time; it is, therefore, written (Shemoth 21:5) "And if the slave say, will say" — He must say it and repeat it.
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