My folder system from 2019 is haunting me after 3 laptops
I used to name everything like 'final_v2_REAL' and toss it into one giant Downloads folder. Now I'm staring at 14,000 files with no dates, and trying to sort them into categories like 'receipts' or 'tax docs' feels impossible. When did you all finally give up on the old way and start a clean system? I need a fresh plan before tax season hits in February.
That's the real question here, isn't it? Before you even think about sorting files, what's the actual plan for next year's taxes? Because if you don't have a simple way to grab receipts and forms as they come in, you'll be back in this mess by next February. Trying to fix 14,000 old files is one thing, but what's the one thing you know you'll need to find on April 14th? Start there, and build the whole system around that single file, not around categories that sound nice but mean nothing when you're in a hurry. The old files might be a lost cause, so focus on what's coming next, not what's buried.