The 260731 link from Pluralistic talks about the tendency of people asking for permissions for any usage of a copyrighted work:
I think this reflects a broader phenomenon where people tend to prioritize information. This includes rules such as laws, ethics, doctrines, logical correctness, and anything that can be turned into a tidy paragraph which begins with "You should always...". An anarchist may reject state laws, but still constrain their actions in moral boundaries.
A more natural approach is to turn it backwards and prioritize actions over information. The rules are not programmed into the world around us. Breaking a rule is an action and its consequences are usually manageable or even negligible. Instead of trying to avoid anything that may break a rule, evaluating the consequences is often more productive.
The title of this post feels awkward and sounds too similar to "it's ok to make mistakes". What I want to express here is: it's ok to make mistakes, even if we know they are mistakes beforehand.