There is a fantasy that recurs every few months: a clear weekend, a large coffee, and a session where everything finally gets sorted. It is a lovely fantasy. It has a completion rate somewhere around zero, and the few that finish are undone within a month.
Organising is not a task, it is a rate
New artists arrive continuously, so any organised state is a snapshot that immediately starts decaying. Treating it as a one-off project guarantees a permanent cycle of tidy, drift, guilt, repeat — with the guilt doing most of the work.
The tidy-up is a symptom
Needing a big session at all is evidence that the everyday capture step is too expensive. Systems that capture cheaply never accumulate a backlog worth a weekend.
Design for the annoyed version of yourself
Not the Sunday-morning version with a coffee and good intentions. The Wednesday-afternoon version, mid-task, mildly irritated, who will do exactly one gesture and no more. If the system needs anything beyond that, it will be used briefly and then remembered fondly.
One gesture, no decisions
No naming, no choosing a folder, no picking a category. Decisions are the expensive part, not the clicking. Anything that can be inferred from the page should be inferred from the page.
Let structure be a by-product
The goal is not a tidy roster. It is a roster that gets tidy on its own because saving a person happens to record the fields that make them findable. Structure as a side effect of a normal action, rather than as a separate chore with its own weekend.
Then never schedule the tidy-up again
You were not going to do it anyway. This way the guilt goes too, which is worth roughly as much as the roster.