I’ve noticed a few valuable projects that fail to charge users, which tends to lead to their demise.
A joke exists in the aerospace world of "what keeps aeroplanes in the air? money" which feels generally analogous to software projects' long-term survival & prosperity.
Is there a rationale for leaving money on the table?
Expectations rise. A fun website now needs terms-of-service, privacy policy and all kind of other legal setup. Sure, it's mostly boilerplate but an unhappy customer is more likely to sue for damanges if they believe you're a company (and thus have money) than a free no-gurantees side-project.
Tax setup should be easy but it can be an annoyance especially if you already have a full-time job. Some people don't like dealing with taxes at all (I used to be one of them).