App Startup Issues after Upgrade to MacOS Sequoia

Question

Created Jan ’25

Replies 5

Boosts 0

Participants 2

Short description of the issue/suggestion: After upgrading to MacOS Sequoia and being required to code sign and notarize my app, cannot launch app even though code sign and notarization pass

Please tell us about your environment: MacBookPro Chip Apple M2 Max 32 GB JavaPackager version: 1.7.6 OS version: macOS Sequoia 15.0.1 JDK version: jdk-1.8 Build tool: Maven

Steps to reproduce the issue: -DMG Maven Build of Spring Boot /Java (version 8) application with "fvarrui" JavaPackager plugin using default universalJavaApplicationStub. Code signing and Notarization / Stapling PASS and App installs in Application folder, however cannot launch App. Although code sign and notarization pass, it is interesting that in the build output, prior to it submitting to Apple, there is an error stating that the App code sign could not be replaced.

What is the expected behavior? -App launches when double clicking the application icon

What have you tried to resolve / workaround the issue?

-Install via package rather than DMG - same result -Can launch App by opening up the app Content/MacOS folder and clicking directly on the universalJavaApplicationStub. Note requires that you allow it to run within the Security and Privacy settings.

codesign --verify --deep --verbose force1.app force1.app: valid on disk force1.app: satisfies its Designated Requirement

spctl -a -vvv force1.app

Info.plist.txt

CFBundleGetInfoString
force1 1.0-SNAPSHOT
CFBundleDevelopmentRegion
English
CFBundleExecutable
universalJavaApplicationStub
CFBundleIconFile
Force1256x256.icns
CFBundleIdentifier
com.force1.app.Force1App
CFBundleDisplayName
force1
CFBundleInfoDictionaryVersion
6.0
CFBundleName
force1
CFBundlePackageType
APPL
CFBundleShortVersionString
1.0-SNAPSHOT
CFBundleSignature
????
CFBundleVersion
1.0-SNAPSHOT
NSHumanReadableCopyright
ACME
NSHighResolutionCapable

NSSupportsAutomaticGraphicsSwitching

AdministratorRequired

JavaX

MainClass
com.force1.app.Force1App
ClassPath

Java/force1-1.0-SNAPSHOT-runnable.jar

WorkingDirectory
$APP_PACKAGE/Contents/Resources
JVMOptionsFile
$APP_PACKAGE/Contents/Resources/force1.l4j.ini
RelocateJar


LSEnvironment

NSAppleEventsUsageDescription
There was an error while launching the application. Please
			click OK to display a dialog with more information or cancel and view
			the syslog for details.

pom.xml.txt

f

Build Output abridged.txt

.............
.............
.............
.............
[DEBUG] Null reference [template 'mac/Info.plist.vtl', line 112, column 33]: $APP_PACKAGE cannot be resolved.
[DEBUG] Null reference [template 'mac/Info.plist.vtl', line 115, column 33]: $APP_PACKAGE cannot be resolved.
[INFO]     Info.plist file created in /Users/lynnshepard/DEV/force1/target/force1/force1.app/Contents/Info.plist
[INFO]     Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'codesign' -f -o runtime --entitlements /Users/lynnshepard/DEV/force1/src/main/resources/entitlements.plist --timestamp -s "Developer ID Application: Neal Hartmann (JPFYU53MK9)" /Users/lynnshepard/DEV/force1/target/force1/force1.app/Contents/MacOS/universalJavaApplicationStub
[INFO]     Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'codesign' -f -o runtime --entitlements /Users/lynnshepard/DEV/force1/src/main/resources/entitlements.plist --timestamp -s "Developer ID Application: Neal Hartmann (JPFYU53MK9)" /Users/lynnshepard/DEV/force1/target/force1/force1.app
[ERROR]     /Users/lynnshepard/DEV/force1/target/force1/force1.app: replacing existing signature
[INFO]     Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'xcrun' notarytool submit /Users/lynnshepard/DEV/force1/target/assets/force1.app-notarization.zip --wait --keychain-profile "Force1"
[INFO]     Conducting pre-submission checks for force1.app-notarization.zip and initiating connection to the Apple notary service...
[INFO]     Submission ID received
[INFO]       id: 1f4b6026-15af-4b10-8ed7-727d4478e7e7
[INFO]     Successfully uploaded file
[INFO]       id: 1f4b6026-15af-4b10-8ed7-727d4478e7e7
[INFO]       path: /Users/lynnshepard/DEV/force1/target/assets/force1.app-notarization.zip
[INFO]     Waiting for processing to complete.
[INFO]     
[INFO]     Current status: In Progress...
[INFO]     Current status: In Progress....
[INFO]     Current status: In Progress.....
[INFO]     Current status: In Progress......
[INFO]     Current status: In Progress.......
[INFO]     Current status: In Progress........
[INFO]     Current status: In Progress.........
[INFO]     Current status: In Progress..........
[INFO]     Current status: In Progress...........
[INFO]     Current status: In Progress............
[INFO]     Current status: In Progress.............
[INFO]     Current status: Accepted..............Processing complete
[INFO]       id: 1f4b6026-15af-4b10-8ed7-727d4478e7e7
[INFO]       status: Accepted
[INFO]     
[INFO]     Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'xcrun' stapler staple /Users/lynnshepard/DEV/force1/target/force1/force1.app
[INFO]     Processing: /Users/lynnshepard/DEV/force1/target/force1/force1.app
[INFO]     Processing: /Users/lynnshepard/DEV/force1/target/force1/force1.app
[INFO]     The staple and validate action worked!
[INFO] App created in /Users/lynnshepard/DEV/force1/target/force1!
[INFO] 
[INFO] Generating installers ...
[INFO]     Initializing packager ...
[INFO]         PackagerSettings [outputDirectory=/Users/lynnshepard/DEV/force1/target, licenseFile=/Users/lynnshepard/DEV/force1/target/assets/LICENSE, iconFile=/Users/lynnshepard/DEV/force1/src/main/resources/Force1256x256.icns, generateInstaller=true, forceInstaller=false, mainClass=com.force1.app.Force1App, name=force1, displayName=force1, version=1.0-SNAPSHOT, description=Parent pom providing dependency and plugin management for applications
		built with Maven, url=https://projects.spring.io/spring-boot/#/spring-boot-starter-parent/force1, administratorRequired=false, organizationName=ACME, organizationUrl=, organizationEmail=null, bundleJre=false, customizedJre=true, jrePath=null, jdkPath=/Library/Java/JavaVirtualMachines/jdk-1.8.jdk/Contents/Home/jre, additionalResources=[/Users/lynnshepard/DEV/force1/target/assets/LICENSE, /Users/lynnshepard/DEV/force1/src/main/resources/Force1256x256.icns], modules=[], additionalModules=[], platform=mac, envPath=null, vmArgs=[], runnableJar=null, copyDependencies=true, jreDirectoryName=jre, winConfig=null, linuxConfig=null, macConfig=MacConfig [icnsFile=/Users/lynnshepard/DEV/force1/src/main/resources/Force1256x256.icns, backgroundImage=null, windowWidth=540, windowHeight=360, windowX=10, windowY=60, iconSize=128, textSize=16, iconX=52, iconY=116, appsLinkIconX=360, appsLinkIconY=116, volumeIcon=null, volumeName=null, generateDmg=true, generatePkg=true, relocateJar=true, appId=com.force1.app.Force1App, developerId=Developer ID Application: Neal Hartmann (JPFYU53MK9), entitlements=/Users/lynnshepard/DEV/force1/src/main/resources/entitlements.plist, provisionProfile=null, customLauncher=null, customInfoPlist=null, customRuntimeInfoPlist=null, codesignApp=true, notarizeApp=true, keyChainProfile="Force1", infoPlist=InfoPlist [additionalEntries=, bundlePackageType=APPL], hardenedCodesign=true, macStartup=SCRIPT], createTarball=false, createZipball=false, extra=null, useResourcesAsWorkingDir=true, assetsDir=/Users/lynnshepard/DEV/force1/assets, classpath=Java/force1-1.0-SNAPSHOT-runnable.jar, jreMinVersion=null, manifest=null, additionalModulePaths=[], fileAssociations=[], packagingJdk=/Library/Java/JavaVirtualMachines/jdk-1.8.jdk/Contents/Home/jre, scripts=Scripts [bootstrap=null, preInstall=null, postInstall=null], arch=aarch64]
[INFO]     Packager initialized!
[INFO]     
[INFO]     Generating DMG image...
[INFO]         Copying background image
[INFO]         Copying resource [/mac/background.png] to file [/Users/lynnshepard/DEV/force1/target/force1/.background/background.png]
[INFO]         Copying icon file: /Users/lynnshepard/DEV/force1/src/main/resources/Force1256x256.icns
[INFO]         Copying file [/Users/lynnshepard/DEV/force1/src/main/resources/Force1256x256.icns] to file [/Users/lynnshepard/DEV/force1/target/force1/.VolumeIcon.icns]
[INFO]         Creating image: /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg
[WARNING]         aarch64 architecture detected. Using APFS filesystem
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'hdiutil' create -srcfolder /Users/lynnshepard/DEV/force1/target/force1 -volname force1 -ov -fs APFS -format UDRW /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg
[INFO]         created: /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg
[INFO]         Mounting image: /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'hdiutil' attach -readwrite -noverify -noautoopen /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg
[INFO]         /dev/disk4          	GUID_partition_scheme          	
[INFO]         /dev/disk4s1        	Apple_APFS                     	
[INFO]         /dev/disk5          	EF57347C-0000-11AA-AA11-0030654	
[INFO]         /dev/disk5s1        	41504653-0000-11AA-AA11-0030654	/Volumes/force1
[INFO]         - Device name: /dev/disk5s1
[INFO]         Creating Applications link
[INFO]         Creating symbolic link [/Volumes/force1/Applications] to [/Applications]
[INFO]         Rendering DMG customization applescript ... 
[DEBUG] ResourceManager: found /mac/customize-dmg.applescript.vtl with loader org.apache.velocity.runtime.resource.loader.ClasspathResourceLoader
[INFO]         Applescript rendered in /Users/lynnshepard/DEV/force1/target/assets/customize-dmg.applescript!
[INFO]         Running applescript
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && '/usr/bin/osascript' /Users/lynnshepard/DEV/force1/target/assets/customize-dmg.applescript force1
[ERROR]         waited 1 seconds for .DS_STORE to be created.
[INFO]         Fixing permissions...
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'chmod' -Rf u+r,go-w /Volumes/force1
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'SetFile' -a C /Volumes/force1
[INFO]         Unmounting volume: /Volumes/force1
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'hdiutil' detach /Volumes/force1
[INFO]         "disk4" ejected.
[INFO]         Compressing disk image...
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'hdiutil' convert /Users/lynnshepard/DEV/force1/target/assets/force1_1.0-SNAPSHOT.dmg -ov -format UDZO -imagekey zlib-level=9 -o /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.dmg
[INFO]         Preparing imaging engine�
[INFO]         Reading Protective Master Boot Record (MBR : 0)�
[INFO]            (CRC32 $DB270231: Protective Master Boot Record (MBR : 0))
[INFO]         Reading GPT Header (Primary GPT Header : 1)�
[INFO]            (CRC32 $49035C34: GPT Header (Primary GPT Header : 1))
[INFO]         Reading GPT Partition Data (Primary GPT Table : 2)�
[INFO]            (CRC32 $2CE50032: GPT Partition Data (Primary GPT Table : 2))
[INFO]         Reading  (Apple_Free : 3)�
[INFO]            (CRC32 $00000000:  (Apple_Free : 3))
[INFO]         Reading disk image (Apple_APFS : 4)�
[INFO]            (CRC32 $BF8172B2: disk image (Apple_APFS : 4))
[INFO]         Reading  (Apple_Free : 5)�
[INFO]            (CRC32 $00000000:  (Apple_Free : 5))
[INFO]         Reading GPT Partition Data (Backup GPT Table : 6)�
[INFO]            (CRC32 $2CE50032: GPT Partition Data (Backup GPT Table : 6))
[INFO]         Reading GPT Header (Backup GPT Header : 7)�
[INFO]            (CRC32 $9F569756: GPT Header (Backup GPT Header : 7))
[INFO]         Adding resources�
[INFO]         Elapsed Time:  3.065s
[INFO]         File size: 38945582 bytes, Checksum: CRC32 $E245AE72
[INFO]         Sectors processed: 112004, 84627 compressed
[INFO]         Speed: 13.5MB/s
[INFO]         Savings: 32.1%
[INFO]         created: /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.dmg
[INFO]     DMG image generated in /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.dmg!
[INFO]     
[INFO]     Generating PKG installer...
[INFO]         Executing command: /bin/sh -c cd '/Users/lynnshepard/DEV/force1/.' && 'pkgbuild' --install-location /Applications --component /Users/lynnshepard/DEV/force1/target/force1/force1.app /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.pkg
[INFO]         pkgbuild: Adding component at /Users/lynnshepard/DEV/force1/target/force1/force1.app
[INFO]         pkgbuild: Wrote package to /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.pkg
[INFO]     PKG installer generated in /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.pkg!
[INFO]     
[INFO] Installers generated! [/Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.dmg, /Users/lynnshepard/DEV/force1/target/force1_1.0-SNAPSHOT.pkg]
[INFO] 
[INFO] Creating bundles ...
[INFO] Bundles created!
[INFO] 
[INFO] ------------------------------------------------------------------------
[INFO] BUILD SUCCESS
[INFO] ------------------------------------------------------------------------
[INFO] Total time:  02:05 min
[INFO] Finished at: 2025-01-19T13:35:16-05:00
[INFO] ------------------------------------------------------------------------

Process finished with exit code 0

o

SysConsoleOutput.txt

r

ce1.app: accepted source=Notarized Developer ID origin=Developer ID Application: Neal Hartmann (JPFYU53MK9)

Boost

Answer 1

DTS Engineer OP

Apple

Jan ’25

I have a series of posts, rooted in Resolving Trusted Execution Problems, that explain my general process for debugging problems like this. It seems like your app is passing Gatekeeper, which is great. A good next step is to run the app from Terminal. It’s common for Java launchers to spit out something useful when they fail like this.

Share and Enjoy
—
Quinn “The Eskimo!” @ Developer Technical Support @ Apple
let myEmail = "eskimo" + "1" + "@" + "apple.com"

0

Answer 2

Neal_Hartmann OP

Jan ’25

lynnshepard@Lynns-MacBook-Pro /Applications % open force1.app The application cannot be opened for an unexpected reason, error=Error Domain=RBSRequestErrorDomain Code=5 "Launch failed." UserInfo={NSLocalizedFailureReason=Launch failed., NSUnderlyingError=0x6000012c40f0 {Error Domain=NSPOSIXErrorDomain Code=162 "Unknown error: 162" UserInfo={NSLocalizedDescription=Launchd job spawn failed}}}

0

Answer 3

Neal_Hartmann OP

Jan ’25

Additionally, I am attaching my entitlements file for you to view....

entitlements.plist.txt

  
    com.apple.security.device.serial
    
    com.apple.private.iscsuia
    
    com.apple.security.app-sandbox
    
    com.apple.security.cs.allow-jit
    
    com.apple.security.cs.allow-unsigned-executable-memory
    
    com.apple.security.cs.disable-executable-page-protection
    
    com.apple.security.cs.disable-library-validation
    
    com.apple.security.cs.allow-dyld-environment-variables

0

Answer 4

Neal_Hartmann OP

Feb ’25

Hello - As you requested, I included the error received when trying to launch the app from the terminal window. Also include, although, not requested, is the entitlements file - see both in the above post.

NOTE - Simplify the issue I am having , I have created an extremely SIMPLE Hello World program and am having the exact same issue. I have included all pertinent information in the attachments for you to review. I would really appreciate your timely response and effort to work through this with me as it is holding up our production of our application.

TerminalSignAndNotarizationChecks.txt

lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % codesign --verify --deep --verbose Test2.app
Test2.app: valid on disk
Test2.app: satisfies its Designated Requirement
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % spctl -a -vvv Test2.app
Test2.app: accepted
source=Notarized Developer ID
origin=Developer ID Application: Neal Hartmann (JPFYU53MK9)
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % 
lynnshepard@Lynns-MacBook-Pro /Applications % syspolicy_check distribution  Test2.app
App passed all pre-distribution checks and is ready for distribution.

Terminal Launch Attempt - Error.txt

lynnshepard@Lynns-MacBook-Pro /Applications % open Test2.app

The application cannot be opened for an unexpected reason, error=Error Domain=RBSRequestErrorDomain Code=5 "Launch failed." UserInfo={NSLocalizedFailureReason=Launch failed., NSUnderlyingError=0x6000011e9650 {Error Domain=NSPOSIXErrorDomain Code=162 "Unknown error: 162" UserInfo={NSLocalizedDescription=Launchd job spawn failed}}}

ConsoleLaunchError - Test2 Filter.txt

Test2 Build Output.txt

pom.xml.txt

    4.0.0

    org.example
    Test2
    1.0-SNAPSHOT

    
        8
        8
        UTF-8
    

    
        
            
                io.github.fvarrui
                javapackager
                1.7.3
                
                    
                        package
                        
                            package
                        
                        
                            
                            org.example.Test2App
                            
                            false
                            true
                            false
                            
                            mac
                            
                                ${basedir}/src/main/resources/Force1256x256.ico
                            
                            
                                ${basedir}/src/main/resources/Force1256x256.icns
                                true
                                true
                                Developer ID Application: Neal Hartmann (JPFYU53MK9)
                                true
                                true
                                true
                                "Force1"
                                ${basedir}/src/main/resources/entitlements.plist
                                
                                    APPL

entitlements.plist.txt

  
    com.apple.security.app-sandbox
    
    com.apple.security.cs.allow-jit
    
    com.apple.security.cs.allow-unsigned-executable-memory
    
    com.apple.security.cs.disable-executable-page-protection
    
    com.apple.security.cs.disable-library-validation
    
    com.apple.security.cs.allow-dyld-environment-variables

Launch Error Screenshot.png

Info.plist.txt

CFBundleGetInfoString
Test2 1.0-SNAPSHOT
CFBundleDevelopmentRegion
English
CFBundleExecutable
universalJavaApplicationStub
CFBundleIconFile
Test2.icns
CFBundleIdentifier
org.example.Test2App
CFBundleDisplayName
Test2
CFBundleInfoDictionaryVersion
6.0
CFBundleName
Test2
CFBundlePackageType
APPL
CFBundleShortVersionString
1.0-SNAPSHOT
CFBundleSignature
????
CFBundleVersion
1.0-SNAPSHOT
NSHumanReadableCopyright
ACME
NSHighResolutionCapable

NSSupportsAutomaticGraphicsSwitching

AdministratorRequired

JavaX

MainClass
org.example.Test2App
ClassPath

Java/Test2-1.0-SNAPSHOT-runnable.jar

WorkingDirectory
$APP_PACKAGE/Contents/Resources
JVMOptionsFile
$APP_PACKAGE/Contents/Resources/Test2.l4j.ini
RelocateJar


LSEnvironment

NSAppleEventsUsageDescription
There was an error while launching the application. Please
			click OK to display a dialog with more information or cancel and view
			the syslog for details.

0

Answer 5

Neal_Hartmann OP

Feb ’25

I also would like to remind you that, as mentioned in the initial post, I am able to go into the apps Contents/MacOS folder and click on the universalJavaApplicationStub to launch the app that way. Hopefully that is a clue.... Thanks.

0