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Translation
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What the Fathers say
Eastern Fathers
John Chrysostom
"Whosoever therefore shall break one of these least commandments, and shall teach men so, he shall be called least in the kingdom of Heaven." Thus, having rid Himself of the evil suspicion, and having stopped the mouths of them who would fain gainsay, then at length He proceeds to alarm, and sets down a heavy denunciation in support of the enactments He was entering on. …
Theophylact of Ohrid
Whosoever therefore shall disregard one of these least commandments, and shall teach men so, he shall be called least in the kingdom of heaven. The "least commandments" are those which He Himself is about to give, not those of the law of Moses. He calls them "least" out of humility, to instruct you, O reader, to have moderate thoughts of yourself as you give your teachings. He who "shall be called least in the kingdom of heaven" means he who will be last in the resurrection and who will be cast into gehenna. …
Western Saints
Augustine of Hippo
Or, the precepts of the Law are called 'the least,' as opposed to Christ's precepts which are great. The least commandments are signified by the iota and the point. He, therefore, who breaks them, and teaches men so, that is, to do as he does, shall be called least in the kingdom of heaven. Hence we may perhaps conclude, that it is not true that there shall none be there except they be great. …
Jerome
Therefore, whoever shall break one of the least of these commandments, and shall teach men so, he shall be called the least in the kingdom of heaven: but he who shall do and teach them, the same shall be called great in the kingdom of heaven. This chapter, sticking with the previous testimony, in which he said: Not one iota, or one apex, will pass from the Law, until all things are fulfilled. …
Gregory the Dialogist
Or, by the kingdom of heaven is to be understood the Church, in which that teacher who breaks a commandment is called least, because he whose life is despised, it remains that his preaching be also despised.
Translation