How to Automatically Tag Files in Windows with Local AI

Let AI tag your files for you — privately, on your own PC.

Quick answer: Windows doesn't tag files for you. With Tag Sense AI in Productivity Plus Pack, select files in File Explorer, right-click and choose Auto-Tag. An AI model running on your own PC reads PDFs, Word documents, text files and images and applies tags. The first time, you're guided through installing Ollama and a model.

Tagging makes files easy to find — but tagging hundreds of files by hand is exactly the kind of job nobody gets around to.

Tag Sense AI from Productivity Plus Pack reads your documents and images with AI that runs on your own PC and applies tags that work with the filters in File Explorer.

Step by step

  1. Turn on Tag Sense AI. Open Settings and turn on Tag Sense AI.
  2. One-time setup. The first time, you're guided through installing the local AI engine (Ollama) and downloading a model.
  3. Auto-tag your files. Select one or more files in File Explorer, right-click and choose Auto-Tag. Tag Sense AI reads supported files — PDF, DOCX, TXT, MD, JSON, CSV, LOG, JPG and PNG — and applies context-aware tags, showing its progress as it goes.
  4. Find files by tag. The tags become regular Tag+ tags, so they show on thumbnails and in your search filters.

Ways to do it

Use what's built into Windows, the tools you already have, or Productivity Plus Pack — they work well together.

Built into Windows

Windows Search indexes the text inside many files, which helps you search — but it doesn't add tags to your files.

With Productivity Plus Pack

Tag Sense AI suggests tags from each file's content — including scanned PDFs and images read with local OCR.

For people in photos

People+ recognizes faces locally and writes people's names into your photos.

Frequently Asked Questions

More about Tag Sense AI · Full Tag Sense AI guide · Read: How to Automatically Tag Files Using AI · More how-to guides

Is my file content sent to the cloud?

No. All analysis happens on your own computer through Ollama. Nothing is uploaded, and there's no telemetry.

Which file types are supported?

PDF (including scanned PDFs), DOCX, TXT, MD, JSON, CSV, LOG, JPG and PNG.

Can I change or remove the tags?

Yes. They're regular Tag+ tags, so you can change them from the right-click menu like any other tag.

Put it to work

Use this idea in a real-world workflow.

Research projects

Collect research PDFs, review AI-assisted topic tags, record why sources matter and find relevant papers with tags, ratings and Explorer filters.

Explore all workflows →

Try it free with Productivity Plus Pack

Free 30-day trial, no account or credit card needed. Then one payment for every feature — no subscription.