diff --git a/requirements/edx/base.txt b/requirements/edx/base.txt
index ddb440c373ee..3dbdfbb02652 100644
--- a/requirements/edx/base.txt
+++ b/requirements/edx/base.txt
@@ -103,7 +103,7 @@ celery==5.6.3
     #   event-tracking
     #   openedx-core
     #   openedx-platform
-certifi==2026.7.22
+certifi==2026.10.19
     # via
     #   elasticsearch
     #   httpcore
diff --git a/requirements/edx/development.txt b/requirements/edx/development.txt
index d0514d0ca271..553f114d56af 100644
--- a/requirements/edx/development.txt
+++ b/requirements/edx/development.txt
@@ -117,7 +117,7 @@ celery==5.6.3
     #   event-tracking
     #   openedx-core
     #   openedx-platform
-certifi==2026.7.22
+certifi==2026.10.19
     # via
     #   elasticsearch
     #   httpcore
diff --git a/scripts/user_retirement/requirements/base.txt b/scripts/user_retirement/requirements/base.txt
index 678fab839557..7062945bde93 100644
--- a/scripts/user_retirement/requirements/base.txt
+++ b/scripts/user_retirement/requirements/base.txt
@@ -15,7 +15,7 @@ botocore==1.43.114
     # via
     #   boto3
     #   s3transfer
-certifi==2026.7.22
+certifi==2026.10.19
     # via requests
 cffi==2.1.1 ; platform_python_implementation != 'PyPy'
     # via
diff --git a/scripts/user_retirement/requirements/testing.txt b/scripts/user_retirement/requirements/testing.txt
index b4bf47474361..0ffa0ed04cb3 100644
--- a/scripts/user_retirement/requirements/testing.txt
+++ b/scripts/user_retirement/requirements/testing.txt
@@ -18,7 +18,7 @@ botocore==1.43.114
     #   boto3
     #   moto
     #   s3transfer
-certifi==2026.7.22
+certifi==2026.10.19
     # via requests
 cffi==2.1.1 ; platform_python_implementation != 'PyPy'
     # via
diff --git a/scripts/user_retirement/uv.lock b/scripts/user_retirement/uv.lock
index 7e2ed458cd34..7b840b0fb00c 100644
--- a/scripts/user_retirement/uv.lock
+++ b/scripts/user_retirement/uv.lock
@@ -73,11 +73,11 @@ wheels = [
 
 [[package]]
 name = "certifi"
-version = "2026.7.22"
+version = "2026.10.19"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/a3/c2/24167ea9858356b47a87a50d39908bfdb72ceeefe0041586e704e5376b3a/certifi-2026.7.22.tar.gz", hash = "sha256:741e2c3b351ddf169a738da9f2c048608ff7f2c5cc02f1ebc6b118bb090d5d55", size = 138112, upload-time = "2026-07-22T03:35:12.644Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/a6/bd/1436c50cc46699de0230fbaacc1d1de7bfec413176099949e9d5112e88f2/certifi-2026.10.19.tar.gz", hash = "sha256:035c1e85572b141bf1c3a3eff0e33a8eb74917522f2559075ff8d2fea780a1ae", size = 137598, upload-time = "2026-10-20T02:24:16.604Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/0b/a7/71ac2cff56fec219ed242bb11b8efb69fcc4bec75db06fb7bfe35de520e6/certifi-2026.7.22-py3-none-any.whl", hash = "sha256:62f22742b58a1a33014a2b6b706588a8d7e2a88ae7bd1a6ebe8c992928483775", size = 136983, upload-time = "2026-07-22T03:35:11.276Z" },
+    { url = "https://files.pythonhosted.org/packages/c4/51/29046e48f693c54e5b7412216d447a1d8362c9653148d98c02cdf65fa733/certifi-2026.10.19-py3-none-any.whl", hash = "sha256:42d35340cc5b9ba78e818ddbff0c5b1c2b779de448a340fd1b989f5fa8670e1b", size = 136464, upload-time = "2026-10-20T02:24:15.072Z" },
 ]
 
 [[package]]
diff --git a/scripts/xblock/requirements.txt b/scripts/xblock/requirements.txt
index 70ce3440fbb0..b7b62321ad5f 100644
--- a/scripts/xblock/requirements.txt
+++ b/scripts/xblock/requirements.txt
@@ -3,7 +3,7 @@
 # directly instead of using uv. Source of truth: scripts/xblock/pyproject.toml / uv.lock.
 # This file was autogenerated by uv via the following command:
 #    uv export --frozen --no-hashes --no-emit-project
-certifi==2026.7.22
+certifi==2026.10.19
     # via requests
 charset-normalizer==3.5.2
     # via requests
diff --git a/scripts/xblock/uv.lock b/scripts/xblock/uv.lock
index fd21827488c1..e263623b777a 100644
--- a/scripts/xblock/uv.lock
+++ b/scripts/xblock/uv.lock
@@ -13,11 +13,11 @@ constraints = [
 
 [[package]]
 name = "certifi"
-version = "2026.7.22"
+version = "2026.10.19"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/a3/c2/24167ea9858356b47a87a50d39908bfdb72ceeefe0041586e704e5376b3a/certifi-2026.7.22.tar.gz", hash = "sha256:741e2c3b351ddf169a738da9f2c048608ff7f2c5cc02f1ebc6b118bb090d5d55", size = 138112, upload-time = "2026-07-22T03:35:12.644Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/a6/bd/1436c50cc46699de0230fbaacc1d1de7bfec413176099949e9d5112e88f2/certifi-2026.10.19.tar.gz", hash = "sha256:035c1e85572b141bf1c3a3eff0e33a8eb74917522f2559075ff8d2fea780a1ae", size = 137598, upload-time = "2026-10-20T02:24:16.604Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/0b/a7/71ac2cff56fec219ed242bb11b8efb69fcc4bec75db06fb7bfe35de520e6/certifi-2026.7.22-py3-none-any.whl", hash = "sha256:62f22742b58a1a33014a2b6b706588a8d7e2a88ae7bd1a6ebe8c992928483775", size = 136983, upload-time = "2026-07-22T03:35:11.276Z" },
+    { url = "https://files.pythonhosted.org/packages/c4/51/29046e48f693c54e5b7412216d447a1d8362c9653148d98c02cdf65fa733/certifi-2026.10.19-py3-none-any.whl", hash = "sha256:42d35340cc5b9ba78e818ddbff0c5b1c2b779de448a340fd1b989f5fa8670e1b", size = 136464, upload-time = "2026-10-20T02:24:15.072Z" },
 ]
 
 [[package]]
diff --git a/uv.lock b/uv.lock
index bf4108f1ef28..485a786044a7 100644
--- a/uv.lock
+++ b/uv.lock
@@ -81,7 +81,7 @@ dependencies = [
     { name = "frozenlist" },
     { name = "multidict" },
     { name = "propcache" },
-    { name = "typing-extensions", marker = "python_full_version < '3.13' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "typing-extensions", marker = "python_full_version < '3.13'" },
     { name = "yarl" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/6c/4c/bdccd81e9ee225b69c60e7766c9a5b05364f118f4d383713b89a682d772d/aiohttp-3.14.5.tar.gz", hash = "sha256:5558a7f5a05af9ecf744af91e5baefc436f93c9333e656c27ec253f9a6bbe178", size = 8078052, upload-time = "2026-10-11T01:05:12.408Z" }
@@ -218,7 +218,7 @@ version = "1.4.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "frozenlist" },
-    { name = "typing-extensions", marker = "python_full_version < '3.13' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "typing-extensions", marker = "python_full_version < '3.13'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/61/62/06741b579156360248d1ec624842ad0edf697050bbaf7c3e46394e106ad1/aiosignal-1.4.0.tar.gz", hash = "sha256:f47eecd9468083c2029cc99945502cb7708b082c232f9aca65da147157b251c7", size = 25007, upload-time = "2025-07-03T22:54:43.528Z" }
 wheels = [
@@ -286,7 +286,7 @@ version = "4.15.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "idna" },
-    { name = "typing-extensions", marker = "python_full_version < '3.15' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "typing-extensions", marker = "python_full_version < '3.15'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/a9/d2/f4d173e22df740bc37b1db102b386ba719b66e95b0f0d751f556b387e6d2/anyio-4.15.1.tar.gz", hash = "sha256:9f28306018cbd6d329e64a36d58256edff76dd996fe423bc957326e578b82a94", size = 276966, upload-time = "2026-09-05T10:42:39.44Z" }
 wheels = [
@@ -549,7 +549,7 @@ version = "1.7.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "django", version = "4.2.30", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django42'" },
-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
     { name = "pycasbin" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/04/be/63b28a288d49a39f36987e5c9f13291e4bcc585c29dee34759fe5da8264e/casbin_django_orm_adapter-1.7.0.tar.gz", hash = "sha256:8e6b2c451e4c5bdbd4effbd4c320e08cb427a90a5a6ae557ed8ff8dcb7014cc7", size = 370342, upload-time = "2025-08-20T17:47:45.715Z" }
@@ -579,11 +579,11 @@ wheels = [
 
 [[package]]
 name = "certifi"
-version = "2026.7.22"
+version = "2026.10.19"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/a3/c2/24167ea9858356b47a87a50d39908bfdb72ceeefe0041586e704e5376b3a/certifi-2026.7.22.tar.gz", hash = "sha256:741e2c3b351ddf169a738da9f2c048608ff7f2c5cc02f1ebc6b118bb090d5d55", size = 138112, upload-time = "2026-07-22T03:35:12.644Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/a6/bd/1436c50cc46699de0230fbaacc1d1de7bfec413176099949e9d5112e88f2/certifi-2026.10.19.tar.gz", hash = "sha256:035c1e85572b141bf1c3a3eff0e33a8eb74917522f2559075ff8d2fea780a1ae", size = 137598, upload-time = "2026-10-20T02:24:16.604Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/0b/a7/71ac2cff56fec219ed242bb11b8efb69fcc4bec75db06fb7bfe35de520e6/certifi-2026.7.22-py3-none-any.whl", hash = "sha256:62f22742b58a1a33014a2b6b706588a8d7e2a88ae7bd1a6ebe8c992928483775", size = 136983, upload-time = "2026-07-22T03:35:11.276Z" },
+    { url = "https://files.pythonhosted.org/packages/c4/51/29046e48f693c54e5b7412216d447a1d8362c9653148d98c02cdf65fa733/certifi-2026.10.19-py3-none-any.whl", hash = "sha256:42d35340cc5b9ba78e818ddbff0c5b1c2b779de448a340fd1b989f5fa8670e1b", size = 136464, upload-time = "2026-10-20T02:24:15.072Z" },
 ]
 
 [[package]]
@@ -591,7 +591,7 @@ name = "cffi"
 version = "2.1.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "pycparser", marker = "implementation_name != 'PyPy' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "pycparser", marker = "implementation_name != 'PyPy'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/9e/ef/008a1939e372c06329a3fce4279c02f328488f3526744906eeec3da7ad5f/cffi-2.1.1.tar.gz", hash = "sha256:dd31f52ea1086513bb9df30f8fcee9b8918323ae067a3d5b78bc826a000712be", size = 530807, upload-time = "2026-08-03T21:21:18.939Z" }
 wheels = [
@@ -1078,7 +1078,7 @@ name = "cryptography"
 version = "50.0.2"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "cffi", marker = "platform_python_implementation != 'PyPy' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "cffi", marker = "platform_python_implementation != 'PyPy'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/9d/af/182eb91b0df3fe75c4d9f26fe70684569566745f6ba7e5c9c73a862c5252/cryptography-50.0.2.tar.gz", hash = "sha256:7b46165bb56eb4704e2eaaf86f3c940d19154535d9b0ca7d6d590b04060e00d5", size = 880623, upload-time = "2026-09-30T15:30:04.884Z" }
 wheels = [
@@ -1247,8 +1247,8 @@ resolution-markers = [
     "python_full_version < '3.13'",
 ]
 dependencies = [
-    { name = "asgiref", marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
-    { name = "sqlparse", marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "asgiref", marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
+    { name = "sqlparse", marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
     { name = "tzdata", marker = "(sys_platform == 'win32' and extra != 'group-16-openedx-platform-django42') or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/85/fe/79e692b430c7721bf4b812c328bfe687e73e3f28f56611a6a18a97e887cc/django-5.2.18.tar.gz", hash = "sha256:461c5dd06d2ea16bd5ca37d3f46e4def1d6b0fe7588c6f4e2119517bb0af8b2d", size = 10910238, upload-time = "2026-10-06T13:01:09.371Z" }
@@ -1262,7 +1262,7 @@ version = "1.2.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "django", version = "4.2.30", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django42'" },
-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/d1/a2/e58bec8d7941b914af52a67c35b5709eceed2caa2848f28437f1666ed668/django_appconf-1.2.0.tar.gz", hash = "sha256:15a88d60dd942d6059f467412fe4581db632ef03018a3c183fb415d6fc9e5cec", size = 16127, upload-time = "2025-11-08T15:46:27.304Z" }
 wheels = [
@@ -1296,7 +1296,7 @@ resolution-markers = [
     "python_full_version < '3.13'",
 ]
 dependencies = [
-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
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 sdist = { url = "https://files.pythonhosted.org/packages/5d/ca/1288c2c7597484340c6ba5e3911c84b552511310633954d7aa496610e45a/django_autocomplete_light-5.0.0.tar.gz", hash = "sha256:115ee3541ee4a7ddd1b92396ea75d0f38d0b91899b0dc17259310975c728b32e", size = 117640, upload-time = "2026-06-18T01:43:28.909Z" }
 wheels = [
@@ -1319,7 +1319,7 @@ source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "celery" },
     { name = "django", version = "4.2.30", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django42'" },
-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
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 sdist = { url = "https://files.pythonhosted.org/packages/a6/b5/9966c28e31014c228305e09d48b19b35522a8f941fe5af5f81f40dc8fa80/django_celery_results-2.6.0.tar.gz", hash = "sha256:9abcd836ae6b61063779244d8887a88fe80bbfaba143df36d3cb07034671277c", size = 83985, upload-time = "2025-04-10T08:23:52.677Z" }
 wheels = [
@@ -1332,7 +1332,7 @@ version = "4.1.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "django", version = "4.2.30", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django42'" },
-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
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@@ -1345,7 +1345,7 @@ version = "3.0.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
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+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
     { name = "djangorestframework" },
     { name = "edx-django-utils" },
 ]
@@ -1361,7 +1361,7 @@ source = { registry = "https://pypi.org/simple" }
 dependencies = [
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-    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
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@@ -1387,7 +1387,7 @@ version = "0.7.9"
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 dependencies = [
     { name = "django", version = "4.2.30", source = { registry = "https://pypi.org/simple" }, marker = "extra == 'group-16-openedx-platform-django42'" },
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+    { name = "django", version = "5.2.18", source = { registry = "https://pypi.org/simple" }, marker = "extra != 'group-16-openedx-platform-django42' or extra == 'group-16-openedx-platform-django52'" },
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@@ -1883,7 +1883,7 @@ version = "0.30.0"
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@@ -1955,7 +1955,7 @@ version = "3.0.0"
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@@ -1998,13 +1998,13 @@ resolution-markers = [
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@@ -2017,7 +2017,7 @@ version = "2.0.0"
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@@ -2049,7 +2049,7 @@ source = { registry = "https://pypi.org/simple" }
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@@ -2076,14 +2076,14 @@ version = "5.0.0"
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@@ -2099,7 +2099,7 @@ version = "1.5.0"
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@@ -2114,7 +2114,7 @@ version = "6.0.0"
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@@ -2128,7 +2128,7 @@ source = { registry = "https://pypi.org/simple" }
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@@ -2146,7 +2146,7 @@ version = "10.9.0"
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@@ -2171,22 +2171,22 @@ dependencies = [
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@@ -2229,7 +2229,7 @@ version = "6.2.0"
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@@ -2245,7 +2245,7 @@ version = "1.1.2"
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@@ -2262,7 +2262,7 @@ version = "2.1.0"
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@@ -2329,10 +2329,10 @@ version = "9.0.0"
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@@ -2350,13 +2350,13 @@ version = "6.1.1"
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@@ -2365,7 +2365,7 @@ dependencies = [
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@@ -2384,7 +2384,7 @@ version = "3.0.0"
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@@ -2479,7 +2479,7 @@ source = { registry = "https://pypi.org/simple" }
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@@ -2514,7 +2514,7 @@ source = { registry = "https://pypi.org/simple" }
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@@ -2561,7 +2561,7 @@ source = { registry = "https://pypi.org/simple" }
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@@ -2638,14 +2638,14 @@ resolution-markers = [
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-    { name = "six", marker = "extra == 'group-16-openedx-platform-django52' or extra != 'group-16-openedx-platform-django42'" },
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@@ -2678,7 +2678,7 @@ name = "faker"
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 dependencies = [
-    { name = "tzdata", marker = "sys_platform == 'win32' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
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@@ -2740,8 +2740,8 @@ version = "7.7.0"
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-    { name = "google-cloud-firestore", marker = "platform_python_implementation != 'PyPy' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
+    { name = "google-api-core", extra = ["grpc"], marker = "platform_python_implementation != 'PyPy'" },
+    { name = "google-cloud-firestore", marker = "platform_python_implementation != 'PyPy'" },
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@@ -3241,7 +3241,7 @@ version = "4.0.0"
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@@ -3324,7 +3324,7 @@ version = "7.3.0"
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-    { name = "typing-extensions", marker = "python_full_version < '3.13' or (extra == 'group-16-openedx-platform-django42' and extra == 'group-16-openedx-platform-django52')" },
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@@ -3521,7 +3521,7 @@ version = "3.2.0"
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@@ -3728,10 +3728,10 @@ dependencies = [
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@@ -4353,7 +4353,7 @@ name = "mypy"
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@@ -4526,7 +4526,7 @@ dependencies = [
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@@ -4592,7 +4592,7 @@ version = "4.0.0"
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@@ -4635,7 +4635,7 @@ source = { registry = "https://pypi.org/simple" }
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