diff --git a/CMakeLists.txt b/CMakeLists.txt
index 83ef829c0..269c41e19 100644
--- a/CMakeLists.txt
+++ b/CMakeLists.txt
@@ -22,10 +22,14 @@ set(CMAKE_LINK_DEPENDS_NO_SHARED 1)
 
 if(APPLE)
     set(CMAKE_OSX_DEPLOYMENT_TARGET
-        "10.12"
+        "10.15"
         CACHE STRING
         "The earliest version of MacOS X that MiKTeX will run on."
     )
+    if(EXISTS "/opt/homebrew/opt/icu4c")
+        set(ICU_ROOT "/opt/homebrew/opt/icu4c" CACHE PATH "Homebrew ICU root")
+        set(ICU_INCLUDE_DIR "/opt/homebrew/opt/icu4c/include" CACHE PATH "Homebrew ICU include dir")
+    endif()
     #set(CMAKE_EXE_LINKER_FLAGS "-Wl,-no_weak_imports")
 endif()
 
diff --git a/Libraries/3rd/cairo/cairo-features.h.cmake b/Libraries/3rd/cairo/cairo-features.h.cmake
index 6c2845b43..a045c839e 100644
--- a/Libraries/3rd/cairo/cairo-features.h.cmake
+++ b/Libraries/3rd/cairo/cairo-features.h.cmake
@@ -12,6 +12,7 @@
 #cmakedefine CAIRO_HAS_PDF_SURFACE 1
 #cmakedefine CAIRO_HAS_PNG_FUNCTIONS 1
 #cmakedefine CAIRO_HAS_PS_SURFACE 1
+#cmakedefine CAIRO_HAS_PTHREAD 1
 #cmakedefine CAIRO_HAS_RECORDING_SURFACE 1
 #cmakedefine CAIRO_HAS_SCRIPT_SURFACE 1
 #cmakedefine CAIRO_HAS_SVG_SURFACE 1
diff --git a/Libraries/3rd/cairo/config.h.cmake b/Libraries/3rd/cairo/config.h.cmake
index 1f56b0a34..89f03c8d0 100644
--- a/Libraries/3rd/cairo/config.h.cmake
+++ b/Libraries/3rd/cairo/config.h.cmake
@@ -38,6 +38,8 @@
 
 #cmakedefine HAVE_ZLIB 1
 
+#define HAVE_CTIME_R 1
+
 #define SIZEOF_INT ${SIZEOF_INT}
 
 #define SIZEOF_LONG ${SIZEOF_LONG}
diff --git a/Programs/MiKTeX/Console/Qt/CMakeLists.txt b/Programs/MiKTeX/Console/Qt/CMakeLists.txt
index 9ec3c8278..7a8509d30 100644
--- a/Programs/MiKTeX/Console/Qt/CMakeLists.txt
+++ b/Programs/MiKTeX/Console/Qt/CMakeLists.txt
@@ -258,14 +258,21 @@ if(MIKTEX_MACOS_BUNDLE)
     set(fixup_exe "\$ENV{DESTDIR}\${CMAKE_INSTALL_PREFIX}/${MIKTEX_MACOS_BUNDLE_DIR}/MacOS/${MIKTEX_MACOS_BUNDLE_NAME}")
     # FIXME: non-standard icu lib dir
     list(APPEND lib_dirs "/usr/local/opt/poppler-qt5/lib")
+    list(APPEND lib_dirs "/opt/homebrew/opt/poppler/lib")
     # FIXME: non-standard poppler-qt5 lib dir
     list(APPEND lib_dirs "/usr/local/opt/icu4c/lib")
+    list(APPEND lib_dirs "/opt/homebrew/opt/icu4c/lib")
+    list(APPEND lib_dirs "/opt/homebrew/opt/qt/lib")
+    list(APPEND lib_dirs "/opt/homebrew/lib")
     list(APPEND lib_dirs "\$ENV{DESTDIR}\${CMAKE_INSTALL_PREFIX}/${MIKTEX_LIBRARY_DESTINATION_DIR}")
     install(CODE "
         include(${CMAKE_SOURCE_DIR}/cmake/modules/BundleUtilitiesOverrides.cmake)
         include(BundleUtilities)
         set(BU_CHMOD_BUNDLE_ITEMS ON)
         fixup_bundle(\"${fixup_exe}\" \"${QT_PLUGINS}\" \"${Qt_BIN_DIR};${QT_LIBRARY_DIR};${QT_BINARY_DIR};${lib_dirs}\")
+        execute_process(COMMAND sh -c \"find '\$ENV{DESTDIR}\${CMAKE_INSTALL_PREFIX}/${MIKTEX_MACOS_BUNDLE_NAME}.app' -type f -name '*.dylib' -exec codesign --force --sign - {} +\")
+        execute_process(COMMAND sh -c \"find '\$ENV{DESTDIR}\${CMAKE_INSTALL_PREFIX}/${MIKTEX_MACOS_BUNDLE_NAME}.app/Contents/MacOS' -type f -exec codesign --force --sign - {} +\")
+        execute_process(COMMAND codesign --force --deep --sign - \"\$ENV{DESTDIR}\${CMAKE_INSTALL_PREFIX}/${MIKTEX_MACOS_BUNDLE_NAME}.app\")
     ")
 endif()
 
diff --git a/cmake/modules/InstallQtPlugin.cmake b/cmake/modules/InstallQtPlugin.cmake
index cb1b971f4..68cd5fdb5 100644
--- a/cmake/modules/InstallQtPlugin.cmake
+++ b/cmake/modules/InstallQtPlugin.cmake
@@ -6,6 +6,7 @@
 macro(install_qt_plugin _qt_plugin_name _qt_plugins_var)
     get_target_property(_qt_plugin_path "${_qt_plugin_name}" LOCATION)
     if(EXISTS "${_qt_plugin_path}")
+        get_filename_component(_qt_plugin_path "${_qt_plugin_path}" REALPATH)
         get_filename_component(_qt_plugin_file "${_qt_plugin_path}" NAME)
         get_filename_component(_qt_plugin_type "${_qt_plugin_path}" PATH)
         get_filename_component(_qt_plugin_type "${_qt_plugin_type}" NAME)