🔥 roast is a tool that uses AI to ask you challenging questions. It uses a method called Progressive Socratic questioning. This means it asks questions in five layers to help you think more clearly and deeply. It has seven styles ("flavors") to keep conversations fresh. It also stops deflection, so the conversation stays on track. It works with popular AI systems like Claude Code, Codex CLI, Cursor, Kiro, and OpenClaw.
This README will guide you step-by-step on how to download and run roast on your Windows computer. No technical skills required.
roast is different from usual AI tools. Normally, AI answers your questions. Here, the AI asks you questions. It follows a way of thinking called the Socratic method. This helps you explore your ideas, beliefs, and assumptions. It supports many AI systems, so it can work in different setups.
You can use roast if you want to improve your thinking, solve problems better, or just challenge yourself with smart questions.
Before downloading, make sure your computer fits these:
- Windows 10 or higher (64-bit preferred)
- At least 4 GB of RAM
- 500 MB free storage space
- Internet connection (needed to run AI services)
- A modern web browser (Edge, Chrome, Firefox) for setup and updates
Follow these steps one by one.
Click the big button below to open the main page where you can get roast.
This link takes you to the roast page on GitHub. Here you can find the latest version to download.
On the GitHub page, look for the Releases section or a button labeled Releases near the top. Click it.
In the Releases page, find the latest release. Look for a file that ends with .exe or .zip. These files contain the program for Windows.
Click the .exe or .zip file to download it. Your browser will save the file to your default Downloads folder.
If you downloaded a .zip file, right-click it and select Extract All to unzip the contents.
- If you downloaded an
.exefile, double-click it to start the installer. Follow the instructions on-screen. The default options will work for most people. - If you extracted a
.zipfile, find the folder where you extracted it. Double-click theroast.exefile inside to run the program.
When you open roast, it will ask you to connect with one of the supported AI systems. It will show you options like Claude Code, Codex CLI, Cursor, Kiro, or OpenClaw. Choose the one you want to use.
If you do not have an AI system set up, the program will guide you through creating or connecting to one. This involves simple steps like signing up or entering a key. Keep the instructions on screen.
Once connected, the AI will start by asking you a simple question. You answer, and the AI will ask more questions, diving deeper at each step. There are five levels of questioning.
You can choose the question style (called flavors) to match your mood or the type of thinking you want. The system will stop you from avoiding the questions so you stay focused.
- Five levels of question depth for in-depth thinking
- Seven questioning styles to change tone and approach
- Works with multiple AI platforms for flexibility
- Prevents deflection to keep conversations useful
- Simple user interface suitable for anyone
- Runs smoothly on Windows without extra software
roast.exe– The main program fileconfig.json– Stores your preferencesREADME.md– This help filedocsfolder – Extra guides and infologsfolder – Stores conversation history
-
The program doesn’t start:
Check that you have Windows 10 or newer. Try runningroast.exeas Administrator (right-click the file and pick Run as Administrator). -
Errors connecting to AI services:
Make sure you have an active internet connection. Double-check any login keys you entered. -
Questions seem unclear or repeat:
Restart the app. Check if there is an update on the Releases page. -
Program is slow:
Close other apps to free memory. Restart your computer if needed.
If you run into issues, you can open a new discussion or issue on the GitHub page here:
https://github.com/reselldistrict0421-stack/roast/issues
Provide clear details about what you tried and what happened.
To update, visit the download page again. Download the latest .exe file or .zip. Run or install it like before. Your settings and history will stay safe.
roast does not collect your personal data. It only stores your question history locally on your computer. AI services it connects to may have their own terms. Review their policies before use.