Create a dedicated folder structure on your Mac to organize the files. The structure must mimic the destination paths on the target Mac.
Once you have a working .app bundle, you must convert it into a .pkg file for deployment.
Select or Raw Package depending on your deployment needs. convert exe to pkg
inside a compatibility layer (like Wine) and then packaging that entire bundle into a macOS PKG. Method 1: The Modern Enterprise Approach (MDM Deployment)
If the source EXE requires administrative permissions, the resulting PKG may fail during deployment. Ensure your installation scripts account for root privileges on the target machines. Create a dedicated folder structure on your Mac
Modern macOS versions (including macOS Sonoma and Sequoia) enforce strict Gatekeeper security policies. A .pkg file created on an administrator's machine will be blocked on target user endpoints unless it is cryptographically signed with a trusted certificate.
MyApp.app/ Contents/ MacOS/ wine (binary) wrapper-script Resources/ app.exe wineprefix/ (simulated C: drive) Select or Raw Package depending on your deployment needs
Converting a Windows executable ( ) directly into a macOS package (