Troubleshooting
How to Organise a Large PDF Library
Naming, foldering and OCR conventions that make a few thousand documents findable — and the habits that keep them that way.
A folder holding four thousand PDFs named "scan_0043.pdf" and "document (2).pdf" is not an archive. It is a place documents go to become unfindable.
Naming is most of the work
A good filename answers three questions: when, what, and who. Put the date first in ISO format so files sort chronologically on their own.
| Pattern | Example |
|---|---|
| YYYY-MM-DD-subject-party | 2026-03-14-invoice-northwind.pdf |
| YYYY-MM-subject | 2026-03-bank-statement.pdf |
| party-type-YYYY-MM-DD | acme-agreement-2026-03-14.pdf |
Pick one and use it everywhere. An inconsistent convention is only marginally better than none, because you cannot predict what to search for.
OCR everything
This is the difference between a library you can search and one you can only browse. A scanned document without a text layer cannot be found by content — not by your operating system's search, not by your document manager, not by anything. Running OCR over an archive once, as a batch, transforms it permanently.
Folders: shallow and obvious
- Two or three levels at most — deep hierarchies get abandoned.
- Organise by the thing you look for first: client, year, or document type.
- Keep an inbox folder for unfiled documents, and empty it weekly.
- Do not create a folder for a single file.
- Be consistent about singular and plural, and about capitalisation.
Habits that keep it working
- 1Rename a file when it arrives, not later. Later never comes.
- 2OCR scans as part of filing them, not as a project you will do one day.
- 3Merge related documents into one file — an invoice and its receipt belong together.
- 4Compress large scans at filing time.
- 5Review the inbox folder weekly.
Backups
An organised archive that exists in one place is one failure away from nothing. Three copies, two kinds of storage, one of them off-site is the conventional rule and it is conventional because it works. Test a restore occasionally — a backup nobody has ever restored from is a hypothesis.
Do it now
OCR PDF
Extract text from scanned documents. It runs in this browser tab — your file is not uploaded anywhere.
Open OCR PDFFrequently asked questions
What is the best filename format?+
Date first in ISO format, then subject, then party. It sorts correctly and describes the file.
Should I use folders or tags?+
Folders are universal and survive moving between systems. Tags are more flexible and tend not to travel.
Do I really need to OCR everything?+
If you want to find documents by content, yes. It is the difference between searching and browsing.
How do I fix a library that is already a mess?+
Work backwards from the most recent, batch OCR everything, and rename as you go. Set the convention first so you only do it once.