I have an app build in PySide6, build using pyinstaller into the MacOS application.

I’m experiencing strange problem when running the built application – sometimes the build if fine and the app starts without any problems. But then I change some not important lines of code, rebuild the app – and the build is broke. When I start the binary, I get the following message:

<pre>
PySide6/__init__.py: Unable to import Shiboken from /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/base_library.zip, /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/lib-dynload, /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks
PySide6/__init__.py: Unable to import Shiboken from /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/base_library.zip, /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/lib-dynload, /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks
Traceback (most recent call last):
  File "main.py", line 9, in <module>
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "gui.py", line 4, in <module>
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "PySide6/__init__.py", line 124, in <module>
  File "PySide6/__init__.py", line 64, in _setupQtDirectories
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "shiboken6/__init__.py", line 27, in <module>
ImportError: dlopen(/Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so, 0x0002): Symbol not found: __ZN8Shiboken14BindingManager14dumpWrapperMapEv
  Referenced from: <B31AD3C0-E93A-3A53-BC28-ABA64B3F119C> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so
  Expected in:     <3D177653-B9D2-3FF2-A8CB-A4BBADC6B7B6> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/libshiboken6.abi3.6.7.dylib
[51645] Failed to execute script 'main' due to unhandled exception: dlopen(/Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so, 0x0002): Symbol not found: __ZN8Shiboken14BindingManager14dumpWrapperMapEv
  Referenced from: <B31AD3C0-E93A-3A53-BC28-ABA64B3F119C> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so
  Expected in:     <3D177653-B9D2-3FF2-A8CB-A4BBADC6B7B6> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/libshiboken6.abi3.6.7.dylib
[51645] Traceback:
Traceback (most recent call last):
  File "main.py", line 9, in <module>
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "gui.py", line 4, in <module>
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "PySide6/__init__.py", line 124, in <module>
  File "PySide6/__init__.py", line 64, in _setupQtDirectories
  File "PyInstaller/loader/pyimod02_importers.py", line 419, in exec_module
  File "shiboken6/__init__.py", line 27, in <module>
ImportError: dlopen(/Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so, 0x0002): Symbol not found: __ZN8Shiboken14BindingManager14dumpWrapperMapEv
  Referenced from: <B31AD3C0-E93A-3A53-BC28-ABA64B3F119C> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/shiboken6/Shiboken.abi3.so
  Expected in:     <3D177653-B9D2-3FF2-A8CB-A4BBADC6B7B6> /Users/rafal/Developer/family-rules-client/dist/Family Rules.app/Contents/Frameworks/libshiboken6.abi3.6.7.dylib
</pre>

Some additional information:

• I’m using python 3.12.4, installed using pyenv, although the same issue occurred also on 3.10.6

• I’m using a fresh venv, with only three packages installed: PySide6, pyinstaller, requests (without version specified == newest)

• my spec file is:

   # -*- mode: python ; coding: utf-8 -*-
  
  
   a = Analysis(
       ['src/main.py'],
       pathex=['src/'],
       binaries=[],
       datas=[
           ('src/resources', 'resources')
       ],
       hiddenimports=['shiboken6'],
       hookspath=[],
       hooksconfig={},
       runtime_hooks=[],
       excludes=[],
       noarchive=False,
       optimize=0,
   )
   pyz = PYZ(a.pure)
  
   exe = EXE(
       pyz,
       a.scripts,
       [],
       exclude_binaries=True,
       name='Family Rules',
       debug=False,
       bootloader_ignore_signals=False,
       strip=False,
       upx=True,
       console=False,
       disable_windowed_traceback=False,
       argv_emulation=False,
       target_arch=None,
       codesign_identity=None,
       entitlements_file=None,
   )
   coll = COLLECT(
       exe,
       a.binaries,
       a.datas,
       strip=False,
       upx=True,
       upx_exclude=[],
       name='Family Rules',
   )
   app = BUNDLE(
       coll,
       name='Family Rules.app',
       icon='src/resources/icon.icns',
       bundle_identifier=None,
       info_plist={
               'LSUIElement': True,
               'LSBackgroundOnly': False,
               'NSUIElement': True
           }
   )