OK, I'll try that...

- using the .zip version:

“RSqueak” is damaged and can’t be opened. You should move it to the Trash.

-using the tar.gz version:
RSqueak cannot be opened because of a problem.

Check with the developer to make sure RSqueak works with this version of macOS. You may need to reinstall the application. Be sure to install any available updates for the application and macOS.

Click Report to see more detailed information and send a report to Apple.

and the report says:

Application Specific Information:
dyld: launch, loading dependent libraries

Dyld Error Message:
Library not loaded: /usr/local/opt/openssl/lib/libssl.1.0.0.dylib
Referenced from: /Volumes/VOLUME/*/RSqueak.app/Contents/MacOS/RSqueak
Reason: image not found

On 8/29/17 2:53 PM, Tobias Pape wrote:

PS: the RSqueak/VM (https://github.com/HPI-SWA-Lab/RSqueak) can open all Squeak-images since squeak 2.3, including the new ones, given the image has one package installes