Here is the direct, honest answer, plus the best ways to actually draw on your Chromebook without spending money. Paint Tool SAI is a Windows-only program. It was designed for older versions of Windows (XP, 7, 8, 10) and relies on .exe files. Chromebooks run Chrome OS , which is built on Linux and primarily uses web apps, Android apps (from the Play Store), or Linux apps.
The software simply isn't built for your device. Instead, install Krita or Ibis Paint X—both are free, powerful, and will have you drawing in minutes. paint tool sai free chromebook
Happy creating! 🎨