Deuteronomy 25:18

18 how he met up with you on the way, striking from behind those who were lagging back because you were weak and tired, and because he didn't fear God.

Deuteronomy 25:18 Meaning and Commentary

Deuteronomy 25:18

How he met thee by the way
Not with necessary provisions, food and drink, which would have been but a piece of kindness and humanity to travellers; but met them sword in hand, in order to stop their journey, and make them captives, at least to harass and distress them:

and smote the hindmost of thee;
came upon them in a sly cowardly manner, and attacked their rear:

[even] all [that were] feeble behind thee:
women and children, and such men as were weak, sickly, labouring under some disorder, and so lagged behind, and could not keep up with the rest; on these Amalek first fell, and began his attack here:

when thou [wast] faint and weary;
with travelling, and the more so for want of water, which was their case at Rephidim, when Amalek came out against them; which is another aggravation of their unkind usage of them they were not to forget:

and he feared not God;
who was then in the pillar of cloud and fire with Israel, which phenomenon Amalek might see, and yet did not fear; and who had done such wonders for Israel in Egypt, and had brought them from thence, and had drowned Pharaoh and his host in the Red sea, of which doubtless Amalek had heard, and yet feared not the Lord, who had done such great things.

Deuteronomy 25:18 In-Context

16 What's more, all who do such things, all who do business dishonestly, are detestable to the LORD your God.
17 Remember, after all, what Amalek did to you on your departure from Egypt:
18 how he met up with you on the way, striking from behind those who were lagging back because you were weak and tired, and because he didn't fear God.
19 So once the LORD your God gives you relief from all the enemies that surround you in the land the LORD your God is giving you as an inheritance to possess, you must wipe out Amalek's memory from under the heavens. Don't forget this!
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