Index: devel/py-qt5-pyqt/Makefile
===================================================================
--- devel/py-qt5-pyqt/Makefile
+++ devel/py-qt5-pyqt/Makefile
@@ -28,12 +28,6 @@
 	${RM} -r ${WRKSRC}/pyuic/uic/port_v2
 
 post-install:
-	${PYTHON_CMD} ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR}/PyQt5 \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/PyQt5
-	${PYTHON_CMD} -O ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR}/PyQt5 \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/PyQt5
 	@${FIND} ${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}/PyQt5 \
 		-name '*.so*' -exec ${STRIP_CMD} {} +
 
Index: devel/py-sip4/Makefile
===================================================================
--- devel/py-sip4/Makefile
+++ devel/py-sip4/Makefile
@@ -54,12 +54,6 @@
 post-install:
 	${MKDIR} ${STAGEDIR}${DOCSDIR} && cd ${WRKSRC}/doc/html && \
 		${COPYTREE_SHARE} \. ${STAGEDIR}${DOCSDIR}
-	${PYTHON_CMD} ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-	${PYTHON_CMD} -O ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
 	${STRIP_CMD} ${STAGEDIR}/${PREFIX}/bin/sip
 	${STRIP_CMD} ${STAGEDIR}/${PYTHON_SITELIBDIR}/sip.so
 
Index: devel/py-sip4/pkg-plist
===================================================================
--- devel/py-sip4/pkg-plist
+++ devel/py-sip4/pkg-plist
@@ -11,8 +11,4 @@
 %%PYTHON_SITELIBDIR%%/sip.pyi
 %%PYTHON_SITELIBDIR%%/sip.so
 %%PYTHON_SITELIBDIR%%/sipconfig.py
-%%PYTHON_SITELIBDIR%%/sipconfig.pyc
-%%PYTHON_SITELIBDIR%%/sipconfig.pyo
 %%PYTHON_SITELIBDIR%%/sipdistutils.py
-%%PYTHON_SITELIBDIR%%/sipdistutils.pyc
-%%PYTHON_SITELIBDIR%%/sipdistutils.pyo
Index: devel/pyside2/Makefile
===================================================================
--- devel/pyside2/Makefile
+++ devel/pyside2/Makefile
@@ -50,12 +50,4 @@
 CMAKE_ARGS+=	-DDISABLE_QtWebEngine:BOOL=TRUE
 .endif
 
-post-install:
-	${PYTHON_CMD} ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-	${PYTHON_CMD} -O ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-
 .include <bsd.port.mk>
Index: devel/shiboken2/Makefile
===================================================================
--- devel/shiboken2/Makefile
+++ devel/shiboken2/Makefile
@@ -45,12 +45,4 @@
 
 WRKSRC=		${WRKDIR}/pyside-setup-opensource-src-${DISTVERSION:C/^([0-9].[0-9]+.[0-9])(.[0-9])?/\1/}/sources/shiboken2
 
-post-install:
-	${PYTHON_CMD} ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-	${PYTHON_CMD} -O ${PYTHON_LIBDIR}/compileall.py \
-		-f -d ${PYTHONPREFIX_SITELIBDIR} \
-		${STAGEDIR}${PYTHONPREFIX_SITELIBDIR}
-
 .include <bsd.port.post.mk>
Index: lang/Makefile
===================================================================
--- lang/Makefile
+++ lang/Makefile
@@ -275,6 +275,7 @@
     SUBDIR += python-doc-pdf-letter
     SUBDIR += python-doc-text
     SUBDIR += python-mode.el
+    SUBDIR += python-pycache
     SUBDIR += python-tools
     SUBDIR += python2
     SUBDIR += python27
Index: lang/python-pycache/Makefile
===================================================================
--- /dev/null
+++ lang/python-pycache/Makefile
@@ -0,0 +1,11 @@
+PORTNAME=	python-pycache
+PORTVERSION=	0.0.1
+CATEGORIES=	lang
+
+MAINTAINER=	portmgr@FreeBSD.org
+COMMENT=	Trigger to recreate python precompiled bytecode
+
+USES=		metaport trigger
+TRIGGERS=	python-update-cache
+
+.include <bsd.port.mk>
Index: lang/python-pycache/files/python-update-cache.ucl.in
===================================================================
--- /dev/null
+++ lang/python-pycache/files/python-update-cache.ucl.in
@@ -0,0 +1,102 @@
+path_regex: "%%PREFIX%%/lib/python.*/site-packages(/.*)?"
+cleanup: {
+	type: lua
+	sandbox: false
+	script: <<EOS
+-- do nada?
+EOS
+}
+trigger: {
+	type: lua
+	sandbox: false
+	script: <<EOS
+-- helper function to recreate the bytecode for the given python binary
+-- inside site_package_path for the passed directory
+function recreate_bytecode(python, directory)
+  print("   >=> wrote bytecode for " .. directory)
+  -- create the cache and optimized cache non-recursively -- as all directories are passed
+  -- via the trigger anyways
+  pkg.exec({python,       "-m", "compileall", "-q", "-d", directory, "-l", directory})
+  pkg.exec({python, "-O", "-m", "compileall", "-q", "-d", directory, "-l", directory})
+end
+
+function cleanup(directory)
+  for _,d in ipairs(pkg.readdir(directory)) do
+    local full_path = directory .. "/" .. d
+    local stat = pkg.stat(full_path)
+    if stat["type"] == "dir" then
+      if (not (d == "__pycache__")) then
+        cleanup(full_path)
+      else
+        for _,bytecode_file in ipairs(pkg.readdir(full_path)) do
+          local file_origin = string.gsub(bytecode_file, "[.]cpython[-]%d%d[.].*py[oc]", ".py")
+          if file_origin  then
+            local origin_path = directory .. "/" .. file_origin
+            if (not pkg.stat(origin_path)) then
+              print("  >=> removed stale bytecode " .. bytecode_file)
+              os.remove(full_path .. "/" .. bytecode_file)
+            end
+          end
+        end
+        local res = pkg.readdir(full_path)
+        if #res == 0 then
+          print("  >=> removed empty cache directory " .. full_path )
+          os.remove(full_path)
+        end
+      end
+    end
+  end
+end
+
+-- keep track of directories already compiled
+local hash = {}
+-- keep track of site-packages directories
+local site_libs = {}
+
+print(">=> Recreating python bytecode ... ")
+-- recreate the cache for the site-packages sub-directories touched
+for _,path in ipairs(arg) do
+  local path = string.match(path, ".*/site[-]packages/[^/]*")
+  if path then
+    local python_sitepackages = string.match(path, ".*/site[-]packages")
+    if (not hash[path]) and pkg.stat(path) then
+      local python_version = string.match(path, "python3.%d")
+      local is_egg = string.find(path, ".*egg[-]info")
+      local is_info = string.find(path, ".*dist[-]info")
+      if (not is_egg) and (not is_info) and python_version then
+        local dir = pkg.readdir(path)
+        local python_binary = "%%PREFIX%%/bin/" .. python_version
+        if pkg.stat(python_binary) then
+          recreate_bytecode(python_binary, path)
+
+          hash[path] = true
+
+          if (not site_libs[python_binary]) then
+            site_libs[python_binary] = python_sitepackages
+          end
+        end
+      end
+    end
+  end
+end
+
+-- recreate the top-level cache of the touched site-packages
+print(">=> Recreating top-level python bytecode ... ")
+for python_binary,python_sitepackages in pairs(site_libs) do
+  recreate_bytecode(python_binary, python_sitepackages)
+end
+
+-- cleanup stale bytecode files
+-- note, it seems to be necessary to manually walk the tree as the removal does not trigger the appropriate paths
+print(">=> Cleaning stale python bytecode ... ")
+for _,dir in pairs(pkg.readdir("%%PREFIX%%/lib")) do
+  i,j = string.find(dir, "python%d[.]%d")
+  if i == 1 then
+    local python_sitepackages = "%%PREFIX%%/lib/" .. dir .. "/site-packages"
+    if pkg.stat(python_sitepackages) then
+      cleanup(python_sitepackages)
+    end
+  end
+end
+EOS
+}
Index: lang/python-pycache/pkg-descr
===================================================================
--- /dev/null
+++ lang/python-pycache/pkg-descr
@@ -0,0 +1 @@
+Recreates pycache on pkg registration.
Index: lang/python310/Makefile
===================================================================
--- lang/python310/Makefile
+++ lang/python310/Makefile
@@ -14,6 +14,7 @@
 LICENSE=	PSFL
 
 LIB_DEPENDS=	libffi.so:devel/libffi
+RUN_DEPENDS=	python-pycache>=0:lang/python-pycache
 
 USES=		compiler:c11 cpe ncurses pathfix pkgconfig readline \
 		shebangfix ssl tar:xz
Index: lang/python311/Makefile
===================================================================
--- lang/python311/Makefile
+++ lang/python311/Makefile
@@ -15,6 +15,7 @@
 LICENSE=	PSFL
 
 LIB_DEPENDS=	libffi.so:devel/libffi
+RUN_DEPENDS=	python-pycache>=0:lang/python-pycache
 
 USES=		compiler:c11 cpe ncurses pathfix pkgconfig readline \
 		shebangfix ssl tar:xz
Index: lang/python37/Makefile
===================================================================
--- lang/python37/Makefile
+++ lang/python37/Makefile
@@ -15,6 +15,7 @@
 
 LIB_DEPENDS=	libffi.so:devel/libffi \
 		libmpdec.so:math/mpdecimal
+RUN_DEPENDS=	python-pycache>=0:lang/python-pycache
 
 USES=		cpe ncurses pathfix pkgconfig readline shebangfix ssl tar:xz
 PATHFIX_MAKEFILEIN=	Makefile.pre.in
Index: lang/python38/Makefile
===================================================================
--- lang/python38/Makefile
+++ lang/python38/Makefile
@@ -14,6 +14,7 @@
 LICENSE=	PSFL
 
 LIB_DEPENDS=	libffi.so:devel/libffi
+RUN_DEPENDS=	python-pycache>=0:lang/python-pycache
 
 USES=		cpe ncurses pathfix pkgconfig readline shebangfix ssl tar:xz
 PATHFIX_MAKEFILEIN=	Makefile.pre.in
Index: lang/python39/Makefile
===================================================================
--- lang/python39/Makefile
+++ lang/python39/Makefile
@@ -14,6 +14,7 @@
 LICENSE=	PSFL
 
 LIB_DEPENDS=	libffi.so:devel/libffi
+RUN_DEPENDS=	python-pycache>=0:lang/python-pycache
 
 USES=		compiler:c11 cpe ncurses pathfix pkgconfig readline \
 		shebangfix ssl tar:xz