ShrinkRay Help Center

Everything you need to get set up, fix a scanned-file problem, or understand your license — in plain language.

Get Started

Three steps, and you're done.

1. Drag your files in

Drag your files into the box in the app (or click Browse Files to pick them).

2. Click Convert

ShrinkRay turns each file into a lean Markdown (.md) file — everything happens on your computer, nothing gets uploaded.

3. Paste it into your AI chat

Open the new .md file, copy the text, and paste it into ChatGPT, Claude, or any AI chat.

What the token numbers mean

Each file shows two numbers, like 9,400 → 346 tokens. Tokens are small chunks of text that AI reads. A smaller number after the arrow means the file takes up less room in your chat — so you can fit more files, or more back-and-forth, before you hit a limit.

Where your files go

Each converted file saves as a .md file right next to the original, in the same folder. Want them somewhere else? Click Output Folder before you convert.

Scrub & Restore

Catch identifiers before they reach an AI — you review everything first.

What Scrub does

Turn on Scrub before send and ShrinkRay checks converted output for identifiers before anything is saved: emails, phone numbers, and SSN-style numbers (free), plus your own client list and detected names/organizations (Pro). Each one becomes a placeholder like [CLIENT-1] — the same placeholder everywhere it appears, so the AI can still follow the document.

You always review first

Nothing is saved until you confirm in the review window. Scrub helps you catch identifiers — it isn't guaranteed to find everything, and name detection can miss unusual names. Put must-never-slip names in your project's client list; those are matched exactly. Always give output a final read before sending.

What still leaves your machine

Your document's content still goes to whatever AI you paste it into — only the replaced identifiers don't. Scrub reduces what you disclose; it doesn't make a document private.

Restore names (Pro)

Paste the AI's answer into Restore names… — or load it with Open file… — and the placeholders swap back to the real values, locally. Copy the result, or use Restore & save file… to write a new _restored.md beside the original (your files are never changed in place). Each scrub run saves its own map (last 20 kept in your ShrinkRay data folder; delete them any time), and ShrinkRay warns you if any placeholders can't be matched — that usually means picking the map from the matching run.

Un-Shrink (Pro)

Un-Shrink… turns a Markdown answer into a formatted Word document — headings, lists, and tables included. Save a letterhead as templates\default.docx in the ShrinkRay data folder once and every output inherits it.

Scans & OCR

Some files need one extra, one-time step.

Why some files need an extra step

A scanned PDF or a photo of a document is really just a picture. Your computer can't pull text out of a picture on its own. ShrinkRay uses a free tool called Tesseract to read that text. You only install it once.

Windows

Install Tesseract

  1. Go to: github.com/UB-Mannheim/tesseract/wiki
  2. Download the latest 64-bit Windows installer.
  3. Run the installer — the default settings are fine.
  4. Restart ShrinkRay.
Mac

Install Tesseract

Open Terminal and run:

brew install tesseract

Getting a good scan

Photos work best when they're flat, well-lit, and taken straight-on — not at an angle.

Licensing

Free at home, licensed at work — one simple rule either way.

Free vs. paid

ShrinkRay is free forever for personal use — school, home, your own projects. If you use it for work that makes money (client files, business documents), you need a paid license: Pro for one person ($49/yr, or $199 once for two seats), or Team-5 / Team-10 for an office.

The attribution line

Free-tier output ends with one short line crediting ShrinkRay. It doesn't change your content — it's just a courtesy note. Any paid license removes it.

If your license lapses

You keep every version you already have, forever — you just stop getting new updates until you renew.

Activating a license

Click the License button at the top of the main app window to enter your key, or to see your current license.

Personal

$0

Non-commercial use. Convert everything; basic scrub of emails, phones and SSNs.

Pro

$49/year

One person, business use, client list, Redaction Log, Restore, no attribution line.

Pro Perpetual

$199 once

Everything in Pro, two seats, no renewals ever.

Team-5 / Team-10

$99 or $199/year

Five or ten seats, one org, one key, one invoice.

The never-lose-access rule: every version released while your license is active is yours permanently. If you stop renewing, the app keeps working, you just stop getting new versions.

Fix a Problem

Common issues and quick fixes.

OCR not working
Install Tesseract — see the Scans & OCR section above.
Output looks too plain
Switch Compression to Balanced mode — it keeps more of the original formatting.
Conversion stuck
Click Cancel, then try converting fewer files at once.
Windows blocked the app
Click "More info", then "Run anyway".
"File type not supported"
Supported types: .docx .pptx .xlsx .pdf .html .csv .jpg .jpeg .png .txt .rtf .eml

Questions, answered

Is it really free? What's the catch?

Free means free for personal, non-commercial use, with every feature. The business tiers fund development. If home users spread the word, that trade works for everyone.

What counts as commercial use?

Using ShrinkRay for work that generates income: client documents, work files, business research. Using it for your kid's homework, personal projects or your own household paperwork is personal use. We built the honor system in, and business audits keep companies honest.

Do my files ever leave my computer?

No. Conversion, OCR, everything runs locally on your PC. ShrinkRay makes no network connections. You can run it with Wi-Fi off and confirm for yourself.

How much does it actually save?

Measured results: a Word report shrank 96% (9,400 to 346 tokens), an Excel workbook 93%, web pages typically 80–94%, text PDFs 33–70%. Scanned PDFs become usable text that AI chat tools could not read at all. The app shows exact before/after numbers on every file.

What happens if I stop paying?

You keep everything you have. Any version released during your license period runs forever. Expired licenses only stop new updates.

Mac version?

In development. Windows 10/11 today. Join the newsletter to hear when macOS ships.