u/ElsaFennan

Looking for AI tools to organize years of files.  Opinions, Suggestions?

Looking for AI tools to organize years of files. Opinions, Suggestions?

I've got the file mess situation most of use have. Over a decade of accumulated files across dozens of folders: work projects mixed with personal stuff, invoices and receipts scattered everywhere, project folders, laptop drives hastily backed-up , the usual chaos.

I need something that can look at a file and think "this is an electric bill, put it in Bills/Utilities" or "this is from Job #1, put it in Work/Job1/". Not just sort by file type. I need content-aware, semantic understanding of what each file actually is.

I've been looking at:

My specific questions for anyone who's actually used these:

  1. Does it actually learn your existing folder structure, or does it impose its own? I already have a Bills/Utilities/ folder. I want files routed there, not have it create something new.

  2. How does it handle duplicates? I know I have multiple copies of some things from over the years.

  3. Performance on large batches. I'm talking potentially 100,000+ files. Does it choke?

  4. For Local-File-Organizer specifically ... is the "suggest patterns" feature actually useful, or is it gimmicky?

  5. Any other tools I should be looking at?

I run a modest local Ollama instance, so that isn't an issue. Open source preferred. Not interested in anything that just slaps 30 tags on every file (a la Paperless-AI). I want actual folder organization.

Thanks for the help.

u/ElsaFennan — 8 days ago