The Weekly Shtikle - Re'eih
On a more simple level, however, perhaps the contradiction may be reconciled as follows: The first pasuk is indeed giving us an assurance that with the proper performance of the laws of shemitah, poverty will be wiped out from the community. The second pasuk, however, is stated regarding the mitzvah of tzedakah. It is not a prediction of the future. Rather, the Torah is giving us a reason why charity is always necessary. You should never say "someone else will take care of him, he'll make it somehow." The Torah is teaching us a lesson that the poor will never cease to be on their own. In order to tackle poverty, you must take the initiative and give tzedakah and never rely on someone else to do the job.
Have a good Shabbos.
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