To grant the applescript permission to send events, before notarizing, I had to sign and add an entitlements file. codesign --sign #{SIGNATURE} --options=runtime --entitlements=script.entitlements #{file} Then contents of that file is just: <?xml version="1.0" encoding="UTF-8"?> <!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN" "http://www.apple.com/DTDs/PropertyList-1.0.dtd"> <plist version="1.0"> <dict> <key>com.apple.security.automation.apple-events</key> <true/> </dict> </plist>