diff --git a/requirements/dev.txt b/requirements/dev.txt
index 87c0c956c2..67566a564b 100644
--- a/requirements/dev.txt
+++ b/requirements/dev.txt
@@ -12,7 +12,7 @@ types-pywin32==306.0.0.6
 types-PyYAML==6.0.12.12
 types-chevron==0.14.2.5
 types-psutil==5.9.5.17
-types-setuptools==68.2.0.2
+types-setuptools==69.0.0.0
 types-Pygments==2.17.0.0 
 types-colorama==0.4.15.12
 types-dateparser==1.1.4.10
@@ -20,7 +20,7 @@ types-docutils==0.20.0.3
 types-jsonschema==4.20.0.0
 types-pyOpenSSL==23.3.0.0
 # as of types-requests>=2.31.0.7, this now requires `urllib3>2`, pin we are able to upgrade
-types-requests==2.31.0.6
+types-requests==2.31.0.10
 types-urllib3==1.26.25.14
 
 # Test requirements
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index ef6bae2ea8..ec52881599 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -938,17 +938,17 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.17 \
-    --hash=sha256:047e30ac6156b6c25e0937ab2d45c9d6ace854021604da35d45fa832115adf82 \
-    --hash=sha256:e677de979521f39b59a10e4f4464d395b970cb6812913efaee6eec689f454a81
+types-awscrt==0.19.19 \
+    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
+    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \
     --hash=sha256:f977b8de27787639986b4e28963263fd0e5158942b3ecef91b9335c130cb1ce9
     # via arrow
-types-s3transfer==0.7.0 \
-    --hash=sha256:aca0f2486d0a3a5037cd5b8f3e20a4522a29579a8dd183281ff0aa1c4e2c8aa7 \
-    --hash=sha256:ae9ed9273465d9f43da8b96307383da410c6b59c3b2464c88d20b578768e97c6
+types-s3transfer==0.8.2 \
+    --hash=sha256:2e41756fcf94775a9949afa856489ac4570308609b0493dfbd7b4d333eb423e6 \
+    --hash=sha256:5e084ebcf2704281c71b19d5da6e1544b50859367d034b50080d5316a76a9418
     # via boto3-stubs
 typing-extensions==4.8.0 \
     --hash=sha256:8f92fc8806f9a6b641eaa5318da32b44d401efaac0f6678c9bc448ba3605faa0 \
diff --git a/requirements/reproducible-mac.txt b/requirements/reproducible-mac.txt
index 9fa70d69d8..7016bba5bf 100644
--- a/requirements/reproducible-mac.txt
+++ b/requirements/reproducible-mac.txt
@@ -970,17 +970,17 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.17 \
-    --hash=sha256:047e30ac6156b6c25e0937ab2d45c9d6ace854021604da35d45fa832115adf82 \
-    --hash=sha256:e677de979521f39b59a10e4f4464d395b970cb6812913efaee6eec689f454a81
+types-awscrt==0.19.19 \
+    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
+    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \
     --hash=sha256:f977b8de27787639986b4e28963263fd0e5158942b3ecef91b9335c130cb1ce9
     # via arrow
-types-s3transfer==0.7.0 \
-    --hash=sha256:aca0f2486d0a3a5037cd5b8f3e20a4522a29579a8dd183281ff0aa1c4e2c8aa7 \
-    --hash=sha256:ae9ed9273465d9f43da8b96307383da410c6b59c3b2464c88d20b578768e97c6
+types-s3transfer==0.8.2 \
+    --hash=sha256:2e41756fcf94775a9949afa856489ac4570308609b0493dfbd7b4d333eb423e6 \
+    --hash=sha256:5e084ebcf2704281c71b19d5da6e1544b50859367d034b50080d5316a76a9418
     # via boto3-stubs
 typing-extensions==4.8.0 \
     --hash=sha256:8f92fc8806f9a6b641eaa5318da32b44d401efaac0f6678c9bc448ba3605faa0 \
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index 6a4c6ffe9e..372f98add6 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -958,17 +958,17 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.17 \
-    --hash=sha256:047e30ac6156b6c25e0937ab2d45c9d6ace854021604da35d45fa832115adf82 \
-    --hash=sha256:e677de979521f39b59a10e4f4464d395b970cb6812913efaee6eec689f454a81
+types-awscrt==0.19.19 \
+    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
+    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \
     --hash=sha256:f977b8de27787639986b4e28963263fd0e5158942b3ecef91b9335c130cb1ce9
     # via arrow
-types-s3transfer==0.7.0 \
-    --hash=sha256:aca0f2486d0a3a5037cd5b8f3e20a4522a29579a8dd183281ff0aa1c4e2c8aa7 \
-    --hash=sha256:ae9ed9273465d9f43da8b96307383da410c6b59c3b2464c88d20b578768e97c6
+types-s3transfer==0.8.2 \
+    --hash=sha256:2e41756fcf94775a9949afa856489ac4570308609b0493dfbd7b4d333eb423e6 \
+    --hash=sha256:5e084ebcf2704281c71b19d5da6e1544b50859367d034b50080d5316a76a9418
     # via boto3-stubs
 typing-extensions==4.8.0 \
     --hash=sha256:8f92fc8806f9a6b641eaa5318da32b44d401efaac0f6678c9bc448ba3605faa0 \