diff --git a/plugins/python-build/share/python-build/3.10-dev b/plugins/python-build/share/python-build/3.10-dev
index 27cb2797..f02c4cba 100644
--- a/plugins/python-build/share/python-build/3.10-dev
+++ b/plugins/python-build/share/python-build/3.10-dev
@@ -1,6 +1,6 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 install_git "Python-3.10-dev" "https://github.com/python/cpython" 3.10 standard verify_py310 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.11-dev b/plugins/python-build/share/python-build/3.11-dev
index d869ec05..0a9015a3 100644
--- a/plugins/python-build/share/python-build/3.11-dev
+++ b/plugins/python-build/share/python-build/3.11-dev
@@ -1,6 +1,6 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 install_git "Python-3.11-dev" "https://github.com/python/cpython" main standard verify_py311 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.7-dev b/plugins/python-build/share/python-build/3.7-dev
index 285c62d1..359c8c00 100644
--- a/plugins/python-build/share/python-build/3.7-dev
+++ b/plugins/python-build/share/python-build/3.7-dev
@@ -1,6 +1,6 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 install_git "Python-3.7-dev" "https://github.com/python/cpython" "3.7" standard verify_py37 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.7.10 b/plugins/python-build/share/python-build/3.7.10
index 8f789cf2..657b4d5d 100644
--- a/plugins/python-build/share/python-build/3.7.10
+++ b/plugins/python-build/share/python-build/3.7.10
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.7.10" "https://www.python.org/ftp/python/3.7.10/Python-3.7.10.tar.xz#f8d82e7572c86ec9d55c8627aae5040124fd2203af400c383c821b980306ee6b" ldflags_dirs standard verify_py37 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.7.8 b/plugins/python-build/share/python-build/3.7.8
index b554b23f..0e98508a 100644
--- a/plugins/python-build/share/python-build/3.7.8
+++ b/plugins/python-build/share/python-build/3.7.8
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1j" "https://www.openssl.org/source/old/1.1.1/openssl-1.1.1j.tar.gz#aaf2fcb575cdf6491b98ab4829abf78a3dec8402b8b81efc8f23c00d443981bf" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.7.8" "https://www.python.org/ftp/python/3.7.8/Python-3.7.8.tar.xz#43a543404b363f0037f89df8478f19db2dbc0d6f3ffee310bc2997fa71854a63" ldflags_dirs standard verify_py37 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.7.9 b/plugins/python-build/share/python-build/3.7.9
index 3b35af29..91cfa35d 100644
--- a/plugins/python-build/share/python-build/3.7.9
+++ b/plugins/python-build/share/python-build/3.7.9
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.7.9" "https://www.python.org/ftp/python/3.7.9/Python-3.7.9.tar.xz#91923007b05005b5f9bd46f3b9172248aea5abc1543e8a636d59e629c3331b01" ldflags_dirs standard verify_py37 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.8-dev b/plugins/python-build/share/python-build/3.8-dev
index 5c52a612..14c5795a 100644
--- a/plugins/python-build/share/python-build/3.8-dev
+++ b/plugins/python-build/share/python-build/3.8-dev
@@ -1,6 +1,6 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 install_git "Python-3.8-dev" "https://github.com/python/cpython" "3.8" standard verify_py38 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.8.4 b/plugins/python-build/share/python-build/3.8.4
index 3efa3105..fa49dd76 100644
--- a/plugins/python-build/share/python-build/3.8.4
+++ b/plugins/python-build/share/python-build/3.8.4
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.8.4" "https://www.python.org/ftp/python/3.8.4/Python-3.8.4.tar.xz#5f41968a95afe9bc12192d7e6861aab31e80a46c46fa59d3d837def6a4cd4d37" ldflags_dirs standard verify_py38 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.8.5 b/plugins/python-build/share/python-build/3.8.5
index a6f6e102..9d2c6009 100644
--- a/plugins/python-build/share/python-build/3.8.5
+++ b/plugins/python-build/share/python-build/3.8.5
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.8.5" "https://www.python.org/ftp/python/3.8.5/Python-3.8.5.tar.xz#e3003ed57db17e617acb382b0cade29a248c6026b1bd8aad1f976e9af66a83b0" ldflags_dirs standard verify_py38 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.8.6 b/plugins/python-build/share/python-build/3.8.6
index 3c01bafa..ee9d9d1c 100644
--- a/plugins/python-build/share/python-build/3.8.6
+++ b/plugins/python-build/share/python-build/3.8.6
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.8.6" "https://www.python.org/ftp/python/3.8.6/Python-3.8.6.tar.xz#a9e0b79d27aa056eb9cce8d63a427b5f9bab1465dee3f942dcfdb25a82f4ab8a" ldflags_dirs standard verify_py38 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.8.7 b/plugins/python-build/share/python-build/3.8.7
index d1dc96dd..9225a961 100644
--- a/plugins/python-build/share/python-build/3.8.7
+++ b/plugins/python-build/share/python-build/3.8.7
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
   install_package "Python-3.8.7" "https://www.python.org/ftp/python/3.8.7/Python-3.8.7.tar.xz#ddcc1df16bb5b87aa42ec5d20a5b902f2d088caa269b28e01590f97a798ec50a" ldflags_dirs standard verify_py38 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.9-dev b/plugins/python-build/share/python-build/3.9-dev
index 40a963dc..9019194d 100644
--- a/plugins/python-build/share/python-build/3.9-dev
+++ b/plugins/python-build/share/python-build/3.9-dev
@@ -1,6 +1,6 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 install_git "Python-3.9-dev" "https://github.com/python/cpython" 3.9 standard verify_py39 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.9.0 b/plugins/python-build/share/python-build/3.9.0
index 64762dd0..b928e7b9 100644
--- a/plugins/python-build/share/python-build/3.9.0
+++ b/plugins/python-build/share/python-build/3.9.0
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
     install_package "Python-3.9.0" "https://www.python.org/ftp/python/3.9.0/Python-3.9.0.tar.xz#9c73e63c99855709b9be0b3cc9e5b072cb60f37311e8c4e50f15576a0bf82854" ldflags_dirs standard verify_py39 copy_python_gdb ensurepip
diff --git a/plugins/python-build/share/python-build/3.9.1 b/plugins/python-build/share/python-build/3.9.1
index fcab5efb..d2a11616 100644
--- a/plugins/python-build/share/python-build/3.9.1
+++ b/plugins/python-build/share/python-build/3.9.1
@@ -1,7 +1,7 @@
 #require_gcc
 prefer_openssl11
 export PYTHON_BUILD_CONFIGURE_WITH_OPENSSL=1
-install_package "openssl-1.1.0j" "https://www.openssl.org/source/old/1.1.0/openssl-1.1.0j.tar.gz#31bec6c203ce1a8e93d5994f4ed304c63ccf07676118b6634edded12ad1b3246" mac_openssl --if has_broken_mac_openssl
+install_package "openssl-1.1.1k" "https://www.openssl.org/source/openssl-1.1.1k.tar.gz#892a0875b9872acd04a9fde79b1f943075d5ea162415de3047c327df33fbaee5" mac_openssl --if has_broken_mac_openssl
 install_package "readline-8.0" "https://ftpmirror.gnu.org/readline/readline-8.0.tar.gz#e339f51971478d369f8a053a330a190781acb9864cf4c541060f12078948e461" mac_readline --if has_broken_mac_readline
 if has_tar_xz_support; then
     install_package "Python-3.9.1" "https://www.python.org/ftp/python/3.9.1/Python-3.9.1.tar.xz#991c3f8ac97992f3d308fefeb03a64db462574eadbff34ce8bc5bb583d9903ff" ldflags_dirs standard verify_py39 copy_python_gdb ensurepip