diff --git a/ports/py-cryptography/portfile.cmake b/ports/py-cryptography/portfile.cmake
index 3ca2fc2d..868f8064 100644
--- a/ports/py-cryptography/portfile.cmake
+++ b/ports/py-cryptography/portfile.cmake
@@ -2,7 +2,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    cryptography
     VERSION         ${VERSION}
-    SHA512          b4e1af6e8ef676396e25806c64a981bb70372ca0162c2fe7d6a242243686d9fed35262080a3d0241afbf71963fc7d753a46fd31489fff3a734ef6c1203b64d02
+    SHA512          1c984794f37e673194ba7ff28c0d77ffadb2e5f4a3d278f07ae3f522b60ada107e982cebb6ebc170d4cd6372e6f41b872d38adadbddbc40699b2ae3236f2bdf7
 )
 
 if(VCPKG_TARGET_IS_WINDOWS)
diff --git a/ports/py-cryptography/vcpkg.json b/ports/py-cryptography/vcpkg.json
index bef8f860..4d13f719 100644
--- a/ports/py-cryptography/vcpkg.json
+++ b/ports/py-cryptography/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-cryptography",
-  "version": "46.0.3",
+  "version": "46.0.4",
   "description": "cryptography is a package which provides cryptographic recipes and primitives to Python developers",
   "homepage": "https://github.com/pyca/cryptography",
   "dependencies": [
diff --git a/ports/py-pathspec/portfile.cmake b/ports/py-pathspec/portfile.cmake
index d4d348d7..97568363 100755
--- a/ports/py-pathspec/portfile.cmake
+++ b/ports/py-pathspec/portfile.cmake
@@ -4,7 +4,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    pathspec
     VERSION         ${VERSION}
-    SHA512          8ca509c3085949827274efd73f5bb618b7446eab5e08e0c1a19b27dc5910d35b3e9dac36dc2f60152c2db4c95c776e5c4b9a436a17d9ade5da71a2bcf098dea8
+    SHA512          1004dc55111a4cbf8767775894ed79da465598cd700afbeb96f6ef1f997dcb43cfba8af0b0a1de6232da9725a6e08577ce531da7faa16125c2b7bda0a378d5c3
 )
 
 vcpkg_python_build_and_install_wheel(SOURCE_PATH "${SOURCE_PATH}")
diff --git a/ports/py-pathspec/vcpkg.json b/ports/py-pathspec/vcpkg.json
index 91abccd4..fc392d64 100755
--- a/ports/py-pathspec/vcpkg.json
+++ b/ports/py-pathspec/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-pathspec",
-  "version": "1.0.3",
+  "version": "1.0.4",
   "description": "Utility library for gitignore style pattern matching of file paths.",
   "homepage": "https://python-path-specification.readthedocs.io/en/latest/index.html",
   "dependencies": [
diff --git a/ports/py-pip/portfile.cmake b/ports/py-pip/portfile.cmake
index 955a0056..88c36a7d 100644
--- a/ports/py-pip/portfile.cmake
+++ b/ports/py-pip/portfile.cmake
@@ -2,7 +2,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    pip
     VERSION         ${VERSION}
-    SHA512          aca54dc7daaba195ba5873e24296242d935a225ed5f4d2e0da672d68573a48650a5028d42051a7a61170de335f122ffb8f97faafc3ad86c488f8bdac3b8bbe1d
+    SHA512          00097de18ae8f80e4093752687a0eeadcc1fd4ba7e3ea8e78a18fffc72f85e679d60399d9117ba889750ce804ae05464bedc09ff87eae13d68c64c507fc7e759
 )
 
 vcpkg_python_build_and_install_wheel(SOURCE_PATH "${SOURCE_PATH}")
diff --git a/ports/py-pip/vcpkg.json b/ports/py-pip/vcpkg.json
index dbc2f56a..52b8f5b5 100644
--- a/ports/py-pip/vcpkg.json
+++ b/ports/py-pip/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-pip",
-  "version": "25.3",
+  "version": "26.0",
   "description": "Tool for installing and managing Python packages",
   "homepage": "https://pypi.org/project/setuptools",
   "dependencies": [
diff --git a/ports/py-poetry-core/portfile.cmake b/ports/py-poetry-core/portfile.cmake
index cf86bc53..6446ee6c 100644
--- a/ports/py-poetry-core/portfile.cmake
+++ b/ports/py-poetry-core/portfile.cmake
@@ -3,7 +3,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    poetry-core
     VERSION         ${VERSION}
-    SHA512          786ccaad8cfdd5991d755f811661ce2493b335e6ad927c1a15c62b1055571180759eef63ed14b243677e0bfcedcf08e471bab9e0b261f65096984d2b7370f972
+    SHA512          6bf2e33d6f7268eb0c598fd64eade580f410d68c1669663d2a472675a04b1a09dc23a97bb7fa9c9a13d9eca646a560a4907faf08d5494dc9a0a0572134f10baf
     FILENAME        poetry_core
 )
 
diff --git a/ports/py-poetry-core/vcpkg.json b/ports/py-poetry-core/vcpkg.json
index e3073c1e..6d875389 100644
--- a/ports/py-poetry-core/vcpkg.json
+++ b/ports/py-poetry-core/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-poetry-core",
-  "version": "2.2.1",
+  "version": "2.3.0",
   "description": "Poetry PEP 517 Build Backend",
   "homepage": "https://github.com/python-poetry/poetry-core",
   "license": "MIT",
diff --git a/ports/py-pycparser/portfile.cmake b/ports/py-pycparser/portfile.cmake
index c39dc990..8ecc4324 100644
--- a/ports/py-pycparser/portfile.cmake
+++ b/ports/py-pycparser/portfile.cmake
@@ -2,7 +2,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    pycparser
     VERSION         ${VERSION}
-    SHA512          317f02bf58482b9d80b7395fe6fe5f756230915473b65b219755ccf0f4f1d3b227f508925fcf81fe28bcd6c113cf93e0075bf16a9a499cb306e1627222b1b1a7
+    SHA512          333504ef076e369661823abcd1d1f0d4e01ebadd43b7039e403d80fc2418500c2ed2c42e7b997c6eaf9c56b16085dfccacc6d0be2d45f0033a90eac1a7ed49d0
 )
 
 vcpkg_python_build_and_install_wheel(SOURCE_PATH "${SOURCE_PATH}")
diff --git a/ports/py-pycparser/vcpkg.json b/ports/py-pycparser/vcpkg.json
index a31d4d7d..2c038284 100644
--- a/ports/py-pycparser/vcpkg.json
+++ b/ports/py-pycparser/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-pycparser",
-  "version": "2.23",
+  "version": "3.0",
   "description": "C parser in Python",
   "homepage": "https://github.com/eliben/pycparser",
   "dependencies": [
diff --git a/ports/py-pyqt6-sip/portfile.cmake b/ports/py-pyqt6-sip/portfile.cmake
index bffa157e..0ea066b8 100644
--- a/ports/py-pyqt6-sip/portfile.cmake
+++ b/ports/py-pyqt6-sip/portfile.cmake
@@ -4,7 +4,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    PyQt6-sip
     VERSION         ${VERSION}
-    SHA512          555b061eec3db6a66388fae07de21f58d756f6f12b13e4ede729c3348d2c8997ac5a59d3006ee45c3a09b5cde673f579265fa254bc583a4ba721748cf8f3a617
+    SHA512          4432ac7fe4e6a8943e4bcd0637b7e8453b3124476f703fc530a5d0eb499d218ccd9886d136ea18e4e078313bd4accf8d239ad865ae05d6ba47c811de40283737
     FILENAME        pyqt6_sip
 )
 
diff --git a/ports/py-pyqt6-sip/vcpkg.json b/ports/py-pyqt6-sip/vcpkg.json
index 4456242d..4ee77b75 100644
--- a/ports/py-pyqt6-sip/vcpkg.json
+++ b/ports/py-pyqt6-sip/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-pyqt6-sip",
-  "version": "13.10.3",
+  "version": "13.11.0",
   "description": "Python bindings for the Qt cross platform application toolkit",
   "homepage": "https://www.riverbankcomputing.com/software/pyqt/",
   "dependencies": [
diff --git a/ports/py-setuptools/portfile.cmake b/ports/py-setuptools/portfile.cmake
index e6fd343b..38309b8c 100644
--- a/ports/py-setuptools/portfile.cmake
+++ b/ports/py-setuptools/portfile.cmake
@@ -2,7 +2,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    setuptools
     VERSION         ${VERSION}
-    SHA512          36eb1f219d29c6b9e135936bde2001ad70a971c8069cd0175d3a5325b450e6843a903d3f70043c9f534768ebeab8ab0c544b8f44456555d333f1ed72daa5c18b
+    SHA512          7dbc657878b418a9bdba124e5b8f98228af0590ffbb02c6396ac5b3d84be8f04b327780a7b1f9fa223d4c179004e822e2b00eec673f8eeb700b08b095ff6491d
     PATCHES 
       fix-prefix.patch
 )
diff --git a/ports/py-setuptools/vcpkg.json b/ports/py-setuptools/vcpkg.json
index 5df3348e..b459fd22 100644
--- a/ports/py-setuptools/vcpkg.json
+++ b/ports/py-setuptools/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-setuptools",
-  "version": "80.9.0",
+  "version": "80.10.2",
   "description": "Official project repository for the Setuptools build system ",
   "homepage": "https://pypi.org/project/setuptools/",
   "license": "MIT",
diff --git a/ports/py-trove-classifiers/portfile.cmake b/ports/py-trove-classifiers/portfile.cmake
index 2e6603ce..ae475f90 100755
--- a/ports/py-trove-classifiers/portfile.cmake
+++ b/ports/py-trove-classifiers/portfile.cmake
@@ -4,7 +4,7 @@ vcpkg_from_pythonhosted(
     OUT_SOURCE_PATH SOURCE_PATH
     PACKAGE_NAME    trove-classifiers
     VERSION         ${VERSION}
-    SHA512          1cc333b2abefc5efc2aba7943133bc976cd58a58401ebd5bc106924741d84f303cb38c5ab72d3558f1633b393179a7549019c5a53f428b504bae81fc6a219166
+    SHA512          8960c233f6c23d71c33e27d48e0e506314007fb09d5856c4018858f8f28cb4d2e417d16a84e7bb7931489f7f454b41b35a52ff42d88d937fe8447524f07147b5
     FILENAME        trove_classifiers
 )
 
diff --git a/ports/py-trove-classifiers/vcpkg.json b/ports/py-trove-classifiers/vcpkg.json
index 5da52865..de95d802 100755
--- a/ports/py-trove-classifiers/vcpkg.json
+++ b/ports/py-trove-classifiers/vcpkg.json
@@ -1,6 +1,6 @@
 {
   "name": "py-trove-classifiers",
-  "version": "2025.12.1.14",
+  "version": "2026.1.14.14",
   "description": "Canonical source for classifiers on PyPI (pypi.org).",
   "homepage": "https://github.com/pypa/trove-classifiers",
   "dependencies": [
diff --git a/versions/baseline.json b/versions/baseline.json
index 2b06d4d8..5461c4f4 100644
--- a/versions/baseline.json
+++ b/versions/baseline.json
@@ -85,7 +85,7 @@
       "port-version": 0
     },
     "py-cryptography": {
-      "baseline": "46.0.3",
+      "baseline": "46.0.4",
       "port-version": 0
     },
     "py-cycler": {
@@ -233,7 +233,7 @@
       "port-version": 2
     },
     "py-pathspec": {
-      "baseline": "1.0.3",
+      "baseline": "1.0.4",
       "port-version": 0
     },
     "py-pillow": {
@@ -241,7 +241,7 @@
       "port-version": 1
     },
     "py-pip": {
-      "baseline": "25.3",
+      "baseline": "26.0",
       "port-version": 0
     },
     "py-pip-system-certs": {
@@ -257,7 +257,7 @@
       "port-version": 2
     },
     "py-poetry-core": {
-      "baseline": "2.2.1",
+      "baseline": "2.3.0",
       "port-version": 0
     },
     "py-psycopg": {
@@ -277,7 +277,7 @@
       "port-version": 0
     },
     "py-pycparser": {
-      "baseline": "2.23",
+      "baseline": "3.0",
       "port-version": 0
     },
     "py-pydantic": {
@@ -317,7 +317,7 @@
       "port-version": 0
     },
     "py-pyqt6-sip": {
-      "baseline": "13.10.3",
+      "baseline": "13.11.0",
       "port-version": 0
     },
     "py-pysal": {
@@ -381,7 +381,7 @@
       "port-version": 0
     },
     "py-setuptools": {
-      "baseline": "80.9.0",
+      "baseline": "80.10.2",
       "port-version": 0
     },
     "py-setuptools-rust": {
@@ -413,7 +413,7 @@
       "port-version": 1
     },
     "py-trove-classifiers": {
-      "baseline": "2025.12.1.14",
+      "baseline": "2026.1.14.14",
       "port-version": 0
     },
     "py-typing-extensions": {
diff --git a/versions/p-/py-cryptography.json b/versions/p-/py-cryptography.json
index 93faa55d..ddc203d6 100644
--- a/versions/p-/py-cryptography.json
+++ b/versions/p-/py-cryptography.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "b7b6486fecd6ae572b9c7555ec70e1660d5e54a2",
+      "version": "46.0.4",
+      "port-version": 0
+    },
     {
       "git-tree": "2143deb6af7739e7722922abf6aab5cc6163df8e",
       "version": "46.0.3",
diff --git a/versions/p-/py-pathspec.json b/versions/p-/py-pathspec.json
index f3c6eb00..3a06d312 100644
--- a/versions/p-/py-pathspec.json
+++ b/versions/p-/py-pathspec.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "3062e57e42622219e4498b31c46e8298bedf23c5",
+      "version": "1.0.4",
+      "port-version": 0
+    },
     {
       "git-tree": "fd7ddd1549f6c814a30bdb2284ef0b06a66f4f54",
       "version": "1.0.3",
diff --git a/versions/p-/py-pip.json b/versions/p-/py-pip.json
index d070b8ab..f5a25b4f 100644
--- a/versions/p-/py-pip.json
+++ b/versions/p-/py-pip.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "c260a267d3df46b9de4fab94e723efd4adba9ccf",
+      "version": "26.0",
+      "port-version": 0
+    },
     {
       "git-tree": "7406ea8067d5f8c9a3e991b672f7e7aba55c1576",
       "version": "25.3",
diff --git a/versions/p-/py-poetry-core.json b/versions/p-/py-poetry-core.json
index 7b81cbce..c5b0e51b 100644
--- a/versions/p-/py-poetry-core.json
+++ b/versions/p-/py-poetry-core.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "1d6761d59aa22b638b6893c6bb649b35c58d72ed",
+      "version": "2.3.0",
+      "port-version": 0
+    },
     {
       "git-tree": "6f02e542251c4f4931ef92dcca1e418c7dedc69e",
       "version": "2.2.1",
diff --git a/versions/p-/py-pycparser.json b/versions/p-/py-pycparser.json
index 45d41f20..573fca70 100644
--- a/versions/p-/py-pycparser.json
+++ b/versions/p-/py-pycparser.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "f7a084cf6429fe0d8b9094947164e0fe3946f3d1",
+      "version": "3.0",
+      "port-version": 0
+    },
     {
       "git-tree": "7f0b0f33c0a155c30f59be352ce31eb67867078f",
       "version": "2.23",
diff --git a/versions/p-/py-pyqt6-sip.json b/versions/p-/py-pyqt6-sip.json
index cabf9da9..4d60e22a 100644
--- a/versions/p-/py-pyqt6-sip.json
+++ b/versions/p-/py-pyqt6-sip.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "736ac43906d9a4ccb9d4c2ad00059d5267fb1d28",
+      "version": "13.11.0",
+      "port-version": 0
+    },
     {
       "git-tree": "8dc6448477d98350bad8301655f02ce2c5d31bb2",
       "version": "13.10.3",
diff --git a/versions/p-/py-setuptools.json b/versions/p-/py-setuptools.json
index 8601446f..51e0c599 100644
--- a/versions/p-/py-setuptools.json
+++ b/versions/p-/py-setuptools.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "1a80bd89092007e0e4dc19b06b2b00a8de8da8ef",
+      "version": "80.10.2",
+      "port-version": 0
+    },
     {
       "git-tree": "5716149d8dd1a21bac097d7c1414fe0a0428862a",
       "version": "80.9.0",
diff --git a/versions/p-/py-trove-classifiers.json b/versions/p-/py-trove-classifiers.json
index fb604c1e..d84c9032 100644
--- a/versions/p-/py-trove-classifiers.json
+++ b/versions/p-/py-trove-classifiers.json
@@ -1,5 +1,10 @@
 {
   "versions": [
+    {
+      "git-tree": "1d192fa59c1e3efd894addf0caf55d67b38e18ed",
+      "version": "2026.1.14.14",
+      "port-version": 0
+    },
     {
       "git-tree": "30e491e7ab5f7490ffe31bae4d37a735553578be",
       "version": "2025.12.1.14",