Planning for the fifth time isn’t preparing anymore. It’s hiding behind a spreadsheet.

There is a point where planning stops reducing uncertainty and starts postponing contact with reality, and it is usually earlier than it feels. Revision four is comfortable because it looks like work and carries no risk of being wrong in public. The remaining unknowns cannot be solved on paper; they only resolve on contact.

Take the plan you have and start with it, imperfect as it is. Set a date this week for the first real action rather than the next review. What you learn in the first attempt will rewrite the plan anyway.