diff --git a/.github/workflows/daily.yml b/.github/workflows/daily.yml
index d519cbc6168c..0abd07732e88 100644
--- a/.github/workflows/daily.yml
+++ b/.github/workflows/daily.yml
@@ -34,8 +34,7 @@ jobs:
     runs-on: ${{ matrix.os }}
     strategy:
       matrix:
-        # various modules aren't available on macos-13 and higher
-        os: ["ubuntu-latest", "windows-latest", "macos-12"]
+        os: ["ubuntu-latest", "windows-latest", "macos-latest"]
         python-version: ["3.8", "3.9", "3.10", "3.11", "3.12", "3.13"]
       fail-fast: false
 
diff --git a/.github/workflows/stubtest_stdlib.yml b/.github/workflows/stubtest_stdlib.yml
index 795eef7e793d..7224f0ea6380 100644
--- a/.github/workflows/stubtest_stdlib.yml
+++ b/.github/workflows/stubtest_stdlib.yml
@@ -30,8 +30,7 @@ jobs:
     runs-on: ${{ matrix.os }}
     strategy:
       matrix:
-        # various modules aren't available on macos-13 and higher
-        os: ["ubuntu-latest", "windows-latest", "macos-12"]
+        os: ["ubuntu-latest", "windows-latest", "macos-latest"]
         python-version: ["3.8", "3.9", "3.10", "3.11", "3.12", "3.13"]
       fail-fast: false
 
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py310.txt b/stdlib/@tests/stubtest_allowlists/darwin-py310.txt
index 3a1e4d21dd05..a85cdd09aa0f 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py310.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py310.txt
@@ -5,3 +5,13 @@ spwd
 _msi
 msilib(.[a-z]+)?
 ossaudiodev
+
+# Added in Python 3.10.12
+tarfile.TarInfo.replace
+
+# Added in Python 3.10.15
+email._header_value_parser.NLSET
+email._header_value_parser.SPECIALSNL
+email.errors.HeaderWriteError
+email.utils.getaddresses
+email.utils.parseaddr
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py311.txt b/stdlib/@tests/stubtest_allowlists/darwin-py311.txt
index e888a011c0f7..b030d8307760 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py311.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py311.txt
@@ -1,14 +1,5 @@
 webbrowser.MacOSX.__init__
 
-# These entries looks like a `setup-python` bug:
-(dbm.gnu)?
-(_?locale.bind_textdomain_codeset)?
-(_?locale.bindtextdomain)?
-(_?locale.dcgettext)?
-(_?locale.dgettext)?
-(_?locale.gettext)?
-(_?locale.textdomain)?
-
 # Doesn't exist on macos:
 spwd
 _msi
@@ -27,7 +18,3 @@ email._header_value_parser.SPECIALSNL
 email.errors.HeaderWriteError
 email.utils.getaddresses
 email.utils.parseaddr
-
-# not available on python distributions compiled without sqlite3 loadable extension support
-_sqlite3.Connection.load_extension
-_sqlite3.Connection.enable_load_extension
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py312.txt b/stdlib/@tests/stubtest_allowlists/darwin-py312.txt
index c16cba0a8aed..a70a534bfe43 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py312.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py312.txt
@@ -1,14 +1,5 @@
 webbrowser.MacOSX.__init__
 
-# These entries looks like a `setup-python` bug:
-(dbm.gnu)?
-(_?locale.bind_textdomain_codeset)?
-(_?locale.bindtextdomain)?
-(_?locale.dcgettext)?
-(_?locale.dgettext)?
-(_?locale.gettext)?
-(_?locale.textdomain)?
-
 # Doesn't exist on macos:
 spwd
 _msi
@@ -19,7 +10,3 @@ ossaudiodev
 fcntl.F_OFD_GETLK
 fcntl.F_OFD_SETLK
 fcntl.F_OFD_SETLKW
-
-# not available on python distributions compiled without sqlite3 loadable extension support
-_sqlite3.Connection.load_extension
-_sqlite3.Connection.enable_load_extension
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py313.txt b/stdlib/@tests/stubtest_allowlists/darwin-py313.txt
index 285d1d3ed0e8..0faf75d4eacc 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py313.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py313.txt
@@ -8,16 +8,3 @@ _?curses.window.get_wch
 
 # Exists locally on MacOS but not on GitHub
 (mmap.MAP_32BIT)?
-
-# These entries looks like a `setup-python` bug:
-(dbm.gnu)?
-(_?locale.bind_textdomain_codeset)?
-(_?locale.bindtextdomain)?
-(_?locale.dcgettext)?
-(_?locale.dgettext)?
-(_?locale.gettext)?
-(_?locale.textdomain)?
-
-# not available on python distributions compiled without sqlite3 loadable extension support
-_sqlite3.Connection.load_extension
-_sqlite3.Connection.enable_load_extension
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py38.txt b/stdlib/@tests/stubtest_allowlists/darwin-py38.txt
index 3a1e4d21dd05..142bbf53787e 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py38.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py38.txt
@@ -5,3 +5,10 @@ spwd
 _msi
 msilib(.[a-z]+)?
 ossaudiodev
+
+# Added in Python 3.8.14
+sys.set_int_max_str_digits
+sys.get_int_max_str_digits
+
+# Added in Python 3.8.17
+tarfile.TarInfo.replace
diff --git a/stdlib/@tests/stubtest_allowlists/darwin-py39.txt b/stdlib/@tests/stubtest_allowlists/darwin-py39.txt
index 3a1e4d21dd05..34333c509515 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin-py39.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin-py39.txt
@@ -5,3 +5,17 @@ spwd
 _msi
 msilib(.[a-z]+)?
 ossaudiodev
+
+# Added in Python 3.9.14
+sys.set_int_max_str_digits
+sys.get_int_max_str_digits
+
+# Added in Python 3.9.17
+tarfile.TarInfo.replace
+
+# Added in Python 3.9.20
+email._header_value_parser.NLSET
+email._header_value_parser.SPECIALSNL
+email.errors.HeaderWriteError
+email.utils.getaddresses
+email.utils.parseaddr
diff --git a/stdlib/@tests/stubtest_allowlists/darwin.txt b/stdlib/@tests/stubtest_allowlists/darwin.txt
index 07f013c0cf62..8696aecdde88 100644
--- a/stdlib/@tests/stubtest_allowlists/darwin.txt
+++ b/stdlib/@tests/stubtest_allowlists/darwin.txt
@@ -61,3 +61,16 @@ curses.COLORS  # Initialized after start_color
 curses.COLOR_PAIRS  # Initialized after start_color
 curses.COLS  # Initialized only after initscr call
 curses.LINES  # Initialized only after initscr call
+
+# These entries looks like a `setup-python` bug:
+(dbm.gnu)?
+(_?locale.bind_textdomain_codeset)?
+(_?locale.bindtextdomain)?
+(_?locale.dcgettext)?
+(_?locale.dgettext)?
+(_?locale.gettext)?
+(_?locale.textdomain)?
+
+# Not available on python distributions compiled without sqlite3 loadable extension support
+_sqlite3.Connection.load_extension
+_sqlite3.Connection.enable_load_extension
diff --git a/stdlib/@tests/stubtest_allowlists/win32-py310.txt b/stdlib/@tests/stubtest_allowlists/win32-py310.txt
index e9b0b2d5c29b..4965548c93ed 100644
--- a/stdlib/@tests/stubtest_allowlists/win32-py310.txt
+++ b/stdlib/@tests/stubtest_allowlists/win32-py310.txt
@@ -1,3 +1,4 @@
+# Added in Python 3.10.12
 tarfile.TarInfo.replace
 
 # pathlib methods that exist on Windows, but always raise NotImplementedError,
diff --git a/stdlib/@tests/stubtest_allowlists/win32-py38.txt b/stdlib/@tests/stubtest_allowlists/win32-py38.txt
index 4f10b78af53a..aa003e82b997 100644
--- a/stdlib/@tests/stubtest_allowlists/win32-py38.txt
+++ b/stdlib/@tests/stubtest_allowlists/win32-py38.txt
@@ -1,3 +1,4 @@
+# Added in Python 3.8.17
 tarfile.TarInfo.replace
 
 # ==========
diff --git a/stdlib/@tests/stubtest_allowlists/win32-py39.txt b/stdlib/@tests/stubtest_allowlists/win32-py39.txt
index e1154c3e6c9b..a81b7e710118 100644
--- a/stdlib/@tests/stubtest_allowlists/win32-py39.txt
+++ b/stdlib/@tests/stubtest_allowlists/win32-py39.txt
@@ -1,3 +1,4 @@
+# Added in Python 3.9.17
 tarfile.TarInfo.replace
 
 # pathlib methods that exist on Windows, but always raise NotImplementedError,