You are aware that the poor actually entitled to welfare in the traditional Jewish society?
Were they? This may be the case. However, to make this relevant, theologically, it would appear you would have to make Jesus Christ the originator of 1st Century Jewish Palestinian society, which I do not believe either the Old Testament or New Testament do. Ancient Israelite religion and the Mosaic law, yes. 1st Century Jewish society? Well, in some indirect sense, certainly, but if you wish, for ideological reasons, to make Jesus complicit in any specific range of ancient Jewish social or political tendencies, I think you've set yourself to walk through a pretty well stocked minefield.
A massive percentage of the Roman population were, at one point, subsisting on and entitled to the state's grain and reveling in its bread and circuses while participating little if at all in the productive processes of society that kept their stomachs full, and there is little question that this was a major factor in that state's ultimate disintegration. Bad ideas seem to get around quite a bit, among the human family.
Did he speak out against that? If not, then he must have accepted it.
So if Jesus didn't speak out against something in the New Testament, it follows logically that he accepted it? If he, following this, didn't speak out for something, it follows that he must have bee against it.
The fallacy of reasoning here is, of course, the assumption that the absence of a negative statement on some practice or phenomena necessarily implies acceptance of that practice or phenomena. Clearly,
there is no logical connection at all between the assumption that stands between the initial proposition and the conclusion in lieu of a logical bridge between them. There are other, more parsimonious and obvious explanations for Jesus having not covered every conceivable social, political, and theological issue during his short ministry (much of what he said remained in oral tradition and was never written down. Much of what was written down has not been preserved etc.)