Don'tLose: An Open-Source AI That Finds the Deadlines You're About to Forget

Hacktoberfest Open-Source AI Challenge Week 3: Slow and Steady Submission 🦥

This is a submission for the Hacktoberfest Open-Source AI Challenge Week 3: Slow and Steady.

Ever bought something, saved the receipt somewhere, and forgotten about it until the return window closed?

That's the problem I wanted to solve with Don'tLose.

Don'tLose is a local-first AI application that helps you discover important dates hidden in receipts and documents, including return deadlines, warranties, renewals, and other upcoming obligations.

Upload receipts and PDFs, add an item manually, and let local AI extract relevant information. Don'tLose connects related documents, shows the evidence behind extracted facts, and puts confirmed deadlines on a timeline.

The goal is simple: stop losing money and missing important dates just because you forgot to check a document.

Code The code is open source, and you're welcome to explore, fork, and build on it!

You bought the thing. The receipt went into a folder. Three weeks later the return window closed and you found out by trying to return it.

Don'tLose is a deadline safety net for receipts, warranties, subscriptions, renewals, library cards, and the document you swore you would deal with. Drop them in, or type what you already know, and the dates that are actually in there show up on a timeline before they sneak past you.

The demo is live at dontlose.onrender.com.

On that copy you can add items by hand and read a text PDF. Photos and Gemma stay on a computer you run yourself, because that server has no Tesseract and no Ollama. The free instance sleeps when nobody is visiting, so the first open can sit on "Gathering your deadlines" for about a minute. Items there…