Anarchism can never even exist, let alone work, because it defines itself in a fundamentally nonsensical way.
It distinguishes itself on the principle of 'non-coerciveness'. But coercion is written into the fact of physical scarcity: if someone wants that food, then someone else cannot have it. Any organisational notion that does not represent that scarcity as constraint on behaviour is useless. It simply fails to address the problem.
What anarchism then does is to confuse and obscure this, or just wish it away. The motif of 'decentralised organisation' is a contradiction in terms: there cannot be structure without some constraint. If every local grouping is always free to decide the rules, then there are no rules. If everyone is free at every transaction to invent their own money, then there is no money. Plus, everyone making up new rules will not scale. (And no, people will not just naturally, magically, happen to agree.) Organisation is essentially hierarchical in its basic one-to-many informational form: there must be some single pattern followed by multiple elements.
What anarchism could sensibly propose instead is more sophisticated democracy: ie, better forms of feedback from participants to rule generation. We cannot avoid rules/structure, but we could more responsively, iteratively, steer the the construction of them.