diff --git a/.github/assign-reviewers/dev-requirements.txt b/.github/assign-reviewers/dev-requirements.txt
index 32236b7dcaee..5d28388b09ac 100644
--- a/.github/assign-reviewers/dev-requirements.txt
+++ b/.github/assign-reviewers/dev-requirements.txt
@@ -29,7 +29,7 @@ click==7.1.2
     # via
     #   black
     #   pip-tools
-cryptography==3.3.2
+cryptography==39.0.1
     # via
     #   -r requirements.txt
     #   pyjwt
@@ -52,13 +52,13 @@ idna==2.10
     #   -r requirements.txt
     #   rfc3986
     #   trio
+mypy==0.790
+    # via trio-typing
 mypy-extensions==0.4.3
     # via
     #   black
     #   mypy
     #   trio-typing
-mypy==0.790
-    # via trio-typing
 outcome==1.1.0
     # via
     #   -r requirements.txt
@@ -84,10 +84,7 @@ rfc3986[idna2008]==1.4.0
     #   -r requirements.txt
     #   httpx
 six==1.15.0
-    # via
-    #   -r requirements.txt
-    #   cryptography
-    #   pip-tools
+    # via pip-tools
 sniffio==1.2.0
     # via
     #   -r requirements.txt
@@ -100,12 +97,12 @@ sortedcontainers==2.3.0
     #   trio
 toml==0.10.2
     # via black
-trio-typing==0.5.0
-    # via -r dev-requirements.in
 trio==0.17.0
     # via
     #   -r requirements.txt
     #   trio-typing
+trio-typing==0.5.0
+    # via -r dev-requirements.in
 typed-ast==1.4.1
     # via
     #   black
diff --git a/.github/assign-reviewers/requirements.txt b/.github/assign-reviewers/requirements.txt
index 89778f0dcdea..5148395d39db 100644
--- a/.github/assign-reviewers/requirements.txt
+++ b/.github/assign-reviewers/requirements.txt
@@ -54,21 +54,28 @@ cffi==1.14.4 \
     --hash=sha256:f60567825f791c6f8a592f3c6e3bd93dd2934e3f9dac189308426bd76b00ef3b \
     --hash=sha256:f803eaa94c2fcda012c047e62bc7a51b0bdabda1cad7a92a522694ea2d76e49f
     # via cryptography
-cryptography==3.3.2 \
-    --hash=sha256:0d7b69674b738068fa6ffade5c962ecd14969690585aaca0a1b1fc9058938a72 \
-    --hash=sha256:1bd0ccb0a1ed775cd7e2144fe46df9dc03eefd722bbcf587b3e0616ea4a81eff \
-    --hash=sha256:3c284fc1e504e88e51c428db9c9274f2da9f73fdf5d7e13a36b8ecb039af6e6c \
-    --hash=sha256:49570438e60f19243e7e0d504527dd5fe9b4b967b5a1ff21cc12b57602dd85d3 \
-    --hash=sha256:541dd758ad49b45920dda3b5b48c968f8b2533d8981bcdb43002798d8f7a89ed \
-    --hash=sha256:5a60d3780149e13b7a6ff7ad6526b38846354d11a15e21068e57073e29e19bed \
-    --hash=sha256:7951a966613c4211b6612b0352f5bf29989955ee592c4a885d8c7d0f830d0433 \
-    --hash=sha256:922f9602d67c15ade470c11d616f2b2364950602e370c76f0c94c94ae672742e \
-    --hash=sha256:a0f0b96c572fc9f25c3f4ddbf4688b9b38c69836713fb255f4a2715d93cbaf44 \
-    --hash=sha256:a777c096a49d80f9d2979695b835b0f9c9edab73b59e4ceb51f19724dda887ed \
-    --hash=sha256:a9a4ac9648d39ce71c2f63fe7dc6db144b9fa567ddfc48b9fde1b54483d26042 \
-    --hash=sha256:aa4969f24d536ae2268c902b2c3d62ab464b5a66bcb247630d208a79a8098e9b \
-    --hash=sha256:c7390f9b2119b2b43160abb34f63277a638504ef8df99f11cb52c1fda66a2e6f \
-    --hash=sha256:e18e6ab84dfb0ab997faf8cca25a86ff15dfea4027b986322026cc99e0a892da
+cryptography==39.0.1 \
+    --hash=sha256:0f8da300b5c8af9f98111ffd512910bc792b4c77392a9523624680f7956a99d4 \
+    --hash=sha256:35f7c7d015d474f4011e859e93e789c87d21f6f4880ebdc29896a60403328f1f \
+    --hash=sha256:5aa67414fcdfa22cf052e640cb5ddc461924a045cacf325cd164e65312d99502 \
+    --hash=sha256:5d2d8b87a490bfcd407ed9d49093793d0f75198a35e6eb1a923ce1ee86c62b41 \
+    --hash=sha256:6687ef6d0a6497e2b58e7c5b852b53f62142cfa7cd1555795758934da363a965 \
+    --hash=sha256:6f8ba7f0328b79f08bdacc3e4e66fb4d7aab0c3584e0bd41328dce5262e26b2e \
+    --hash=sha256:706843b48f9a3f9b9911979761c91541e3d90db1ca905fd63fee540a217698bc \
+    --hash=sha256:807ce09d4434881ca3a7594733669bd834f5b2c6d5c7e36f8c00f691887042ad \
+    --hash=sha256:83e17b26de248c33f3acffb922748151d71827d6021d98c70e6c1a25ddd78505 \
+    --hash=sha256:96f1157a7c08b5b189b16b47bc9db2332269d6680a196341bf30046330d15388 \
+    --hash=sha256:aec5a6c9864be7df2240c382740fcf3b96928c46604eaa7f3091f58b878c0bb6 \
+    --hash=sha256:b0afd054cd42f3d213bf82c629efb1ee5f22eba35bf0eec88ea9ea7304f511a2 \
+    --hash=sha256:ced4e447ae29ca194449a3f1ce132ded8fcab06971ef5f618605aacaa612beac \
+    --hash=sha256:d1f6198ee6d9148405e49887803907fe8962a23e6c6f83ea7d98f1c0de375695 \
+    --hash=sha256:e124352fd3db36a9d4a21c1aa27fd5d051e621845cb87fb851c08f4f75ce8be6 \
+    --hash=sha256:e422abdec8b5fa8462aa016786680720d78bdce7a30c652b7fadf83a4ba35336 \
+    --hash=sha256:ef8b72fa70b348724ff1218267e7f7375b8de4e8194d1636ee60510aae104cd0 \
+    --hash=sha256:f0c64d1bd842ca2633e74a1a28033d139368ad959872533b1bab8c80e8240a0c \
+    --hash=sha256:f24077a3b5298a5a06a8e0536e3ea9ec60e4c7ac486755e5fb6e6ea9b3500106 \
+    --hash=sha256:fdd188c8a6ef8769f148f88f859884507b954cc64db6b52f66ef199bb9ad660a \
+    --hash=sha256:fe913f20024eb2cb2f323e42a64bdf2911bb9738a15dba7d3cce48151034e3a8
     # via pyjwt
 gidgethub[httpx]==4.2.0 \
     --hash=sha256:5526cc2a06bfad707d10ec118393e0d33c2aa524605255d96958c22c93e8e7aa \
@@ -131,10 +138,6 @@ rfc3986[idna2008]==1.4.0 \
     --hash=sha256:112398da31a3344dc25dbf477d8df6cb34f9278a94fee2625d89e4514be8bb9d \
     --hash=sha256:af9147e9aceda37c91a05f4deb128d4b4b49d6b199775fd2d2927768abdc8f50
     # via httpx
-six==1.15.0 \
-    --hash=sha256:30639c035cdb23534cd4aa2dd52c3bf48f06e5f4a941509c8bafd8ce11080259 \
-    --hash=sha256:8b74bedcbbbaca38ff6d7491d76f2b06b3592611af620f8426e82dddb04a5ced
-    # via cryptography
 sniffio==1.2.0 \
     --hash=sha256:471b71698eac1c2112a40ce2752bb2f4a4814c22a54a3eed3676bc0f5ca9f663 \
     --hash=sha256:c4666eecec1d3f50960c6bdf61ab7bc350648da6c126e3cf6898d8cd4ddcd3de