diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index a52973ea2..d944659b8 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -377,8 +377,8 @@ jobs:
     steps:
       - uses: actions/checkout@v4
       - uses: actions/setup-python@v4
-        with: # 3.7 is used for Vista support. See https://github.com/yt-dlp/yt-dlp/issues/390
-          python-version: "3.7"
+        with:
+          python-version: "3.8"
           architecture: "x86"
       - name: Install Requirements
         run: |
@@ -436,7 +436,16 @@ jobs:
         run: |
           cat >> _update_spec << EOF
           # This file is used for regulating self-update
-          lock 2022.08.18.36 .+ Python 3.6
+          lock 2022.08.18.36 .+ Python 3\.6
+          lock 2023.11.16 (?!win_x86_exe).+ Python 3\.7
+          lock 2023.11.16 win_x86_exe .+ Windows-(?:Vista|2008Server)
+          lockV2 yt-dlp/yt-dlp 2022.08.18.36 .+ Python 3\.6
+          lockV2 yt-dlp/yt-dlp 2023.11.16 (?!win_x86_exe).+ Python 3\.7
+          lockV2 yt-dlp/yt-dlp 2023.11.16 win_x86_exe .+ Windows-(?:Vista|2008Server)
+          lockV2 yt-dlp/yt-dlp-nightly-builds 2023.11.15.232826 (?!win_x86_exe).+ Python 3\.7
+          lockV2 yt-dlp/yt-dlp-nightly-builds 2023.11.15.232826 win_x86_exe .+ Windows-(?:Vista|2008Server)
+          lockV2 yt-dlp/yt-dlp-master-builds 2023.11.15.232812 (?!win_x86_exe).+ Python 3\.7
+          lockV2 yt-dlp/yt-dlp-master-builds 2023.11.15.232812 win_x86_exe .+ Windows-(?:Vista|2008Server)
           EOF
 
       - name: Sign checksum files
diff --git a/.github/workflows/core.yml b/.github/workflows/core.yml
index e5a976de5..3c10fc17e 100644
--- a/.github/workflows/core.yml
+++ b/.github/workflows/core.yml
@@ -13,12 +13,12 @@ jobs:
       matrix:
         os: [ubuntu-latest]
         # CPython 3.11 is in quick-test
-        python-version: ['3.8', '3.9', '3.10', '3.12', pypy-3.7, pypy-3.8, pypy-3.10]
+        python-version: ['3.8', '3.9', '3.10', '3.12', pypy-3.8, pypy-3.10]
         run-tests-ext: [sh]
         include:
         # atleast one of each CPython/PyPy tests must be in windows
         - os: windows-latest
-          python-version: '3.7'
+          python-version: '3.8'
           run-tests-ext: bat
         - os: windows-latest
           python-version: '3.12'
@@ -32,7 +32,7 @@ jobs:
       uses: actions/setup-python@v4
       with:
         python-version: ${{ matrix.python-version }}
-    - name: Install dependencies
+    - name: Install test requirements
       run: pip install pytest -r requirements.txt
     - name: Run tests
       continue-on-error: False
diff --git a/.github/workflows/download.yml b/.github/workflows/download.yml
index 7302a93bc..73b2f9ca3 100644
--- a/.github/workflows/download.yml
+++ b/.github/workflows/download.yml
@@ -15,7 +15,7 @@ jobs:
       with:
         python-version: 3.9
     - name: Install test requirements
-      run: pip install pytest
+      run: pip install pytest -r requirements.txt
     - name: Run tests
       continue-on-error: true
       run: ./devscripts/run_tests.sh download
@@ -28,7 +28,7 @@ jobs:
       fail-fast: true
       matrix:
         os: [ubuntu-latest]
-        python-version: ['3.7', '3.10', '3.12', pypy-3.7, pypy-3.8, pypy-3.10]
+        python-version: ['3.10', '3.11', '3.12', pypy-3.8, pypy-3.10]
         run-tests-ext: [sh]
         include:
         # atleast one of each CPython/PyPy tests must be in windows
@@ -44,8 +44,8 @@ jobs:
       uses: actions/setup-python@v4
       with:
         python-version: ${{ matrix.python-version }}
-    - name: Install pytest
-      run: pip install pytest
+    - name: Install test requirements
+      run: pip install pytest -r requirements.txt
     - name: Run tests
       continue-on-error: true
       run: ./devscripts/run_tests.${{ matrix.run-tests-ext }} download
diff --git a/.github/workflows/quick-test.yml b/.github/workflows/quick-test.yml
index e4fd89551..edbdaffd7 100644
--- a/.github/workflows/quick-test.yml
+++ b/.github/workflows/quick-test.yml
@@ -15,7 +15,7 @@ jobs:
       with:
         python-version: '3.11'
     - name: Install test requirements
-      run: pip install pytest pycryptodomex
+      run: pip install pytest -r requirements.txt
     - name: Run tests
       run: |
         python3 -m yt_dlp -v || true
diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index 90e7faf7c..c472f3251 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -222,7 +222,7 @@ After you have ensured this site is distributing its content legally, you can fo
 
         $ flake8 yt_dlp/extractor/yourextractor.py
 
-1. Make sure your code works under all [Python](https://www.python.org/) versions supported by yt-dlp, namely CPython and PyPy for Python 3.7 and above. Backward compatibility is not required for even older versions of Python.
+1. Make sure your code works under all [Python](https://www.python.org/) versions supported by yt-dlp, namely CPython and PyPy for Python 3.8 and above. Backward compatibility is not required for even older versions of Python.
 1. When the tests pass, [add](https://git-scm.com/docs/git-add) the new files, [commit](https://git-scm.com/docs/git-commit) them and [push](https://git-scm.com/docs/git-push) the result, like this:
 
         $ git add yt_dlp/extractor/_extractors.py
diff --git a/README.md b/README.md
index 33690f470..6fe7fab6a 100644
--- a/README.md
+++ b/README.md
@@ -131,7 +131,7 @@ Features marked with a **\*** have been back-ported to youtube-dl
 
 Some of yt-dlp's default options are different from that of youtube-dl and youtube-dlc:
 
-* yt-dlp supports only [Python 3.7+](## "Windows 7"), and *may* remove support for more versions as they [become EOL](https://devguide.python.org/versions/#python-release-cycle); while [youtube-dl still supports Python 2.6+ and 3.2+](https://github.com/ytdl-org/youtube-dl/issues/30568#issue-1118238743)
+* yt-dlp supports only [Python 3.8+](## "Windows 7"), and *may* remove support for more versions as they [become EOL](https://devguide.python.org/versions/#python-release-cycle); while [youtube-dl still supports Python 2.6+ and 3.2+](https://github.com/ytdl-org/youtube-dl/issues/30568#issue-1118238743)
 * The options `--auto-number` (`-A`), `--title` (`-t`) and `--literal` (`-l`), no longer work. See [removed options](#Removed) for details
 * `avconv` is not supported as an alternative to `ffmpeg`
 * yt-dlp stores config files in slightly different locations to youtube-dl. See [CONFIGURATION](#configuration) for a list of correct locations
@@ -266,7 +266,7 @@ gpg --verify SHA2-512SUMS.sig SHA2-512SUMS
 **Note**: The manpages, shell completion (autocomplete) files etc. are available inside the [source tarball](https://github.com/yt-dlp/yt-dlp/releases/latest/download/yt-dlp.tar.gz)
 
 ## DEPENDENCIES
-Python versions 3.7+ (CPython and PyPy) are supported. Other versions and implementations may or may not work correctly.
+Python versions 3.8+ (CPython and PyPy) are supported. Other versions and implementations may or may not work correctly.
 
 <!-- Python 3.5+ uses VC++14 and it is already embedded in the binary created
 <!x-- https://www.microsoft.com/en-us/download/details.aspx?id=26999 --x>
@@ -334,7 +334,7 @@ On some systems, you may need to use `py` or `python` instead of `python3`.
 **Important**: Running `pyinstaller` directly **without** using `pyinst.py` is **not** officially supported. This may or may not work correctly.
 
 ### Platform-independent Binary (UNIX)
-You will need the build tools `python` (3.7+), `zip`, `make` (GNU), `pandoc`\* and `pytest`\*.
+You will need the build tools `python` (3.8+), `zip`, `make` (GNU), `pandoc`\* and `pytest`\*.
 
 After installing these, simply run `make`.
 
diff --git a/setup.cfg b/setup.cfg
index 6deaa7971..a799f7293 100644
--- a/setup.cfg
+++ b/setup.cfg
@@ -26,7 +26,7 @@ markers =
 
 [tox:tox]
 skipsdist = true
-envlist = py{36,37,38,39,310,311},pypy{36,37,38,39}
+envlist = py{38,39,310,311,312},pypy{38,39,310}
 skip_missing_interpreters = true
 
 [testenv]  # tox
@@ -39,7 +39,7 @@ setenv =
 
 
 [isort]
-py_version = 37
+py_version = 38
 multi_line_output = VERTICAL_HANGING_INDENT
 line_length = 80
 reverse_relative = true
diff --git a/setup.py b/setup.py
index 44055b0e9..3d9a69d10 100644
--- a/setup.py
+++ b/setup.py
@@ -152,7 +152,7 @@ def main():
         url='https://github.com/yt-dlp/yt-dlp',
         packages=packages(),
         install_requires=REQUIREMENTS,
-        python_requires='>=3.7',
+        python_requires='>=3.8',
         project_urls={
             'Documentation': 'https://github.com/yt-dlp/yt-dlp#readme',
             'Source': 'https://github.com/yt-dlp/yt-dlp',
@@ -164,11 +164,11 @@ def main():
             'Development Status :: 5 - Production/Stable',
             'Environment :: Console',
             'Programming Language :: Python',
-            'Programming Language :: Python :: 3.7',
             'Programming Language :: Python :: 3.8',
             'Programming Language :: Python :: 3.9',
             'Programming Language :: Python :: 3.10',
             'Programming Language :: Python :: 3.11',
+            'Programming Language :: Python :: 3.12',
             'Programming Language :: Python :: Implementation',
             'Programming Language :: Python :: Implementation :: CPython',
             'Programming Language :: Python :: Implementation :: PyPy',
diff --git a/test/test_update.py b/test/test_update.py
index 134424a31..2a5647e44 100644
--- a/test/test_update.py
+++ b/test/test_update.py
@@ -68,25 +68,34 @@ TEST_API_DATA = {
     },
 }
 
-TEST_LOCKFILE_V1 = '''# This file is used for regulating self-update
-lock 2022.08.18.36 .+ Python 3.6
-lock 2023.11.13 .+ Python 3.7
+TEST_LOCKFILE_COMMENT = '# This file is used for regulating self-update'
+
+TEST_LOCKFILE_V1 = r'''%s
+lock 2022.08.18.36 .+ Python 3\.6
+lock 2023.11.16 (?!win_x86_exe).+ Python 3\.7
+lock 2023.11.16 win_x86_exe .+ Windows-(?:Vista|2008Server)
+''' % TEST_LOCKFILE_COMMENT
+
+TEST_LOCKFILE_V2_TMPL = r'''%s
+lockV2 yt-dlp/yt-dlp 2022.08.18.36 .+ Python 3\.6
+lockV2 yt-dlp/yt-dlp 2023.11.16 (?!win_x86_exe).+ Python 3\.7
+lockV2 yt-dlp/yt-dlp 2023.11.16 win_x86_exe .+ Windows-(?:Vista|2008Server)
+lockV2 yt-dlp/yt-dlp-nightly-builds 2023.11.15.232826 (?!win_x86_exe).+ Python 3\.7
+lockV2 yt-dlp/yt-dlp-nightly-builds 2023.11.15.232826 win_x86_exe .+ Windows-(?:Vista|2008Server)
+lockV2 yt-dlp/yt-dlp-master-builds 2023.11.15.232812 (?!win_x86_exe).+ Python 3\.7
+lockV2 yt-dlp/yt-dlp-master-builds 2023.11.15.232812 win_x86_exe .+ Windows-(?:Vista|2008Server)
 '''
 
-TEST_LOCKFILE_V2 = '''# This file is used for regulating self-update
-lockV2 yt-dlp/yt-dlp 2022.08.18.36 .+ Python 3.6
-lockV2 yt-dlp/yt-dlp 2023.11.13 .+ Python 3.7
-'''
+TEST_LOCKFILE_V2 = TEST_LOCKFILE_V2_TMPL % TEST_LOCKFILE_COMMENT
 
-TEST_LOCKFILE_V1_V2 = '''# This file is used for regulating self-update
-lock 2022.08.18.36 .+ Python 3.6
-lock 2023.11.13 .+ Python 3.7
-lockV2 yt-dlp/yt-dlp 2022.08.18.36 .+ Python 3.6
-lockV2 yt-dlp/yt-dlp 2023.11.13 .+ Python 3.7
+TEST_LOCKFILE_ACTUAL = TEST_LOCKFILE_V2_TMPL % TEST_LOCKFILE_V1.rstrip('\n')
+
+TEST_LOCKFILE_FORK = r'''%s# Test if a fork blocks updates to non-numeric tags
 lockV2 fork/yt-dlp pr0000 .+ Python 3.6
-lockV2 fork/yt-dlp pr1234 .+ Python 3.7
+lockV2 fork/yt-dlp pr1234 (?!win_x86_exe).+ Python 3\.7
+lockV2 fork/yt-dlp pr1234 win_x86_exe .+ Windows-(?:Vista|2008Server)
 lockV2 fork/yt-dlp pr9999 .+ Python 3.11
-'''
+''' % TEST_LOCKFILE_ACTUAL
 
 
 class FakeUpdater(Updater):
@@ -97,7 +106,7 @@ class FakeUpdater(Updater):
     _origin = 'yt-dlp/yt-dlp'
 
     def _download_update_spec(self, *args, **kwargs):
-        return TEST_LOCKFILE_V1_V2
+        return TEST_LOCKFILE_ACTUAL
 
     def _call_api(self, tag):
         tag = f'tags/{tag}' if tag != 'latest' else tag
@@ -112,7 +121,7 @@ class TestUpdate(unittest.TestCase):
 
     def test_update_spec(self):
         ydl = FakeYDL()
-        updater = FakeUpdater(ydl, 'stable@latest')
+        updater = FakeUpdater(ydl, 'stable')
 
         def test(lockfile, identifier, input_tag, expect_tag, exact=False, repo='yt-dlp/yt-dlp'):
             updater._identifier = identifier
@@ -124,35 +133,46 @@ class TestUpdate(unittest.TestCase):
                 f'{identifier!r} requesting {repo}@{input_tag} (exact={exact}) '
                 f'returned {result!r} instead of {expect_tag!r}')
 
-        test(TEST_LOCKFILE_V1, 'zip Python 3.11.0', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V1, 'zip stable Python 3.11.0', '2023.11.13', '2023.11.13', exact=True)
-        test(TEST_LOCKFILE_V1, 'zip Python 3.6.0', '2023.11.13', '2022.08.18.36')
-        test(TEST_LOCKFILE_V1, 'zip stable Python 3.6.0', '2023.11.13', None, exact=True)
-        test(TEST_LOCKFILE_V1, 'zip Python 3.7.0', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V1, 'zip stable Python 3.7.1', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V1, 'zip Python 3.7.1', '2023.12.31', '2023.11.13')
-        test(TEST_LOCKFILE_V1, 'zip stable Python 3.7.1', '2023.12.31', '2023.11.13')
+        for lockfile in (TEST_LOCKFILE_V1, TEST_LOCKFILE_V2, TEST_LOCKFILE_ACTUAL, TEST_LOCKFILE_FORK):
+            # Normal operation
+            test(lockfile, 'zip Python 3.12.0', '2023.12.31', '2023.12.31')
+            test(lockfile, 'zip stable Python 3.12.0', '2023.12.31', '2023.12.31', exact=True)
+            # Python 3.6 --update should update only to its lock
+            test(lockfile, 'zip Python 3.6.0', '2023.11.16', '2022.08.18.36')
+            # --update-to an exact version later than the lock should return None
+            test(lockfile, 'zip stable Python 3.6.0', '2023.11.16', None, exact=True)
+            # Python 3.7 should be able to update to its lock
+            test(lockfile, 'zip Python 3.7.0', '2023.11.16', '2023.11.16')
+            test(lockfile, 'zip stable Python 3.7.1', '2023.11.16', '2023.11.16', exact=True)
+            # Non-win_x86_exe builds on py3.7 must be locked
+            test(lockfile, 'zip Python 3.7.1', '2023.12.31', '2023.11.16')
+            test(lockfile, 'zip stable Python 3.7.1', '2023.12.31', None, exact=True)
+            test(  # Windows Vista w/ win_x86_exe must be locked
+                lockfile, 'win_x86_exe stable Python 3.7.9 (CPython x86 32bit) - Windows-Vista-6.0.6003-SP2',
+                '2023.12.31', '2023.11.16')
+            test(  # Windows 2008Server w/ win_x86_exe must be locked
+                lockfile, 'win_x86_exe Python 3.7.9 (CPython x86 32bit) - Windows-2008Server',
+                '2023.12.31', None, exact=True)
+            test(  # Windows 7 w/ win_x86_exe py3.7 build should be able to update beyond lock
+                lockfile, 'win_x86_exe stable Python 3.7.9 (CPython x86 32bit) - Windows-7-6.1.7601-SP1',
+                '2023.12.31', '2023.12.31')
+            test(  # Windows 8.1 w/ '2008Server' in platform string should be able to update beyond lock
+                lockfile, 'win_x86_exe Python 3.7.9 (CPython x86 32bit) - Windows-post2008Server-6.2.9200',
+                '2023.12.31', '2023.12.31', exact=True)
 
-        test(TEST_LOCKFILE_V2, 'zip Python 3.11.1', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V2, 'zip stable Python 3.11.1', '2023.12.31', '2023.12.31')
-        test(TEST_LOCKFILE_V2, 'zip Python 3.6.1', '2023.11.13', '2022.08.18.36')
-        test(TEST_LOCKFILE_V2, 'zip stable Python 3.7.2', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V2, 'zip Python 3.7.2', '2023.12.31', '2023.11.13')
-
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.11.2', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V1_V2, 'zip stable Python 3.11.2', '2023.12.31', '2023.12.31')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.6.2', '2023.11.13', '2022.08.18.36')
-        test(TEST_LOCKFILE_V1_V2, 'zip stable Python 3.7.3', '2023.11.13', '2023.11.13')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.7.3', '2023.12.31', '2023.11.13')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.6.3', 'pr0000', None, repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip stable Python 3.7.4', 'pr0000', 'pr0000', repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.6.4', 'pr0000', None, repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.7.4', 'pr1234', None, repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip stable Python 3.8.1', 'pr1234', 'pr1234', repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.7.5', 'pr1234', None, repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.11.3', 'pr9999', None, repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip stable Python 3.12.0', 'pr9999', 'pr9999', repo='fork/yt-dlp')
-        test(TEST_LOCKFILE_V1_V2, 'zip Python 3.11.4', 'pr9999', None, repo='fork/yt-dlp')
+        # Forks can block updates to non-numeric tags rather than lock
+        test(TEST_LOCKFILE_FORK, 'zip Python 3.6.3', 'pr0000', None, repo='fork/yt-dlp')
+        test(TEST_LOCKFILE_FORK, 'zip stable Python 3.7.4', 'pr0000', 'pr0000', repo='fork/yt-dlp')
+        test(TEST_LOCKFILE_FORK, 'zip stable Python 3.7.4', 'pr1234', None, repo='fork/yt-dlp')
+        test(TEST_LOCKFILE_FORK, 'zip Python 3.8.1', 'pr1234', 'pr1234', repo='fork/yt-dlp', exact=True)
+        test(
+            TEST_LOCKFILE_FORK, 'win_x86_exe stable Python 3.7.9 (CPython x86 32bit) - Windows-Vista-6.0.6003-SP2',
+            'pr1234', None, repo='fork/yt-dlp')
+        test(
+            TEST_LOCKFILE_FORK, 'win_x86_exe stable Python 3.7.9 (CPython x86 32bit) - Windows-7-6.1.7601-SP1',
+            '2023.12.31', '2023.12.31', repo='fork/yt-dlp')
+        test(TEST_LOCKFILE_FORK, 'zip Python 3.11.2', 'pr9999', None, repo='fork/yt-dlp', exact=True)
+        test(TEST_LOCKFILE_FORK, 'zip stable Python 3.12.0', 'pr9999', 'pr9999', repo='fork/yt-dlp')
 
     def test_query_update(self):
         ydl = FakeYDL()
diff --git a/yt_dlp/__init__.py b/yt_dlp/__init__.py
index 991dbcda7..446f0c47b 100644
--- a/yt_dlp/__init__.py
+++ b/yt_dlp/__init__.py
@@ -1,8 +1,8 @@
-try:
-    import contextvars  # noqa: F401
-except Exception:
-    raise Exception(
-        f'You are using an unsupported version of Python. Only Python versions 3.7 and above are supported by yt-dlp')  # noqa: F541
+import sys
+
+if sys.version_info < (3, 8):
+    raise ImportError(
+        f'You are using an unsupported version of Python. Only Python versions 3.8 and above are supported by yt-dlp')  # noqa: F541
 
 __license__ = 'Public Domain'
 
@@ -12,7 +12,6 @@ import itertools
 import optparse
 import os
 import re
-import sys
 import traceback
 
 from .compat import compat_shlex_quote
diff --git a/yt_dlp/compat/functools.py b/yt_dlp/compat/functools.py
index ec003ea90..36c983642 100644
--- a/yt_dlp/compat/functools.py
+++ b/yt_dlp/compat/functools.py
@@ -10,17 +10,3 @@ try:
     cache  # >= 3.9
 except NameError:
     cache = lru_cache(maxsize=None)
-
-try:
-    cached_property  # >= 3.8
-except NameError:
-    class cached_property:
-        def __init__(self, func):
-            update_wrapper(self, func)
-            self.func = func
-
-        def __get__(self, instance, _):
-            if instance is None:
-                return self
-            setattr(instance, self.func.__name__, self.func(instance))
-            return getattr(instance, self.func.__name__)
diff --git a/yt_dlp/update.py b/yt_dlp/update.py
index 85c9bb962..f99583b08 100644
--- a/yt_dlp/update.py
+++ b/yt_dlp/update.py
@@ -131,7 +131,7 @@ def _get_binary_name():
 
 
 def _get_system_deprecation():
-    MIN_SUPPORTED, MIN_RECOMMENDED = (3, 7), (3, 8)
+    MIN_SUPPORTED, MIN_RECOMMENDED = (3, 8), (3, 8)
 
     if sys.version_info > MIN_RECOMMENDED:
         return None
@@ -140,16 +140,8 @@ def _get_system_deprecation():
     if sys.version_info < MIN_SUPPORTED:
         msg = f'Python version {major}.{minor} is no longer supported'
     else:
-        msg = f'Support for Python version {major}.{minor} has been deprecated. '
-        # Temporary until `win_x86_exe` uses 3.8, which will deprecate Vista and Server 2008
-        if detect_variant() == 'win_x86_exe':
-            platform_name = platform.platform()
-            if any(platform_name.startswith(f'Windows-{name}') for name in ('Vista', '2008Server')):
-                msg = 'Support for Windows Vista/Server 2008 has been deprecated. '
-            else:
-                return None
-        msg += ('See  https://github.com/yt-dlp/yt-dlp/issues/7803  for details.'
-                '\nYou may stop receiving updates on this version at any time')
+        msg = (f'Support for Python version {major}.{minor} has been deprecated. '
+               '\nYou may stop receiving updates on this version at any time')
 
     major, minor = MIN_RECOMMENDED
     return f'{msg}! Please update to Python {major}.{minor} or above'