Zhuangzi's "uselessness" means that "uselessness" is the real "usefulness". It is better to understand it from the opposite side. For example, a big tree was cut down, so its life ended. But why was it cut? It is because it is useful to people. If its thick trunk is useless to people, it will not be cut down, which is "useless"
It is obviously wrong and negative to say "loaf around all day and be a useless person".