Ever had to manually upload the same file to a retro-themed website 10+ times just to test a feature? I did—twice last week while debugging a client’s old file upload system. The browser form was slow, error-prone, and I kept getting "413 Request Entity Too Large" errors because I was uploading large files through the browser. Manual uploads felt like a time sink that could’ve been solved with a few lines of Python. That’s why I built Retro File Upload Bot: a lightweight tool to automate file uploads to retro-style websites (like those with minimalistic forms) without needing browser automation libraries. It uses standard HTTP requests to bypass the browser’s quirks and handles file uploads directly. No Selenium, no headless browsers—just pure Python that works on any system. Here’s how it works in practice. The script sends files via multipart form data (the standard for file uploads) using the requests library.…