diff --git a/requirements/dev.txt b/requirements/dev.txt
index 6c3648b9eb..6a7bbffb05 100644
--- a/requirements/dev.txt
+++ b/requirements/dev.txt
@@ -8,7 +8,7 @@ pytest-cov==4.1.0
 # mypy adds new rules in new minor versions, which could cause our PR check to fail
 # here we fix its version and upgrade it manually in the future
 mypy==1.7.1
-types-pywin32==306.0.0.7
+types-pywin32==306.0.0.8
 types-PyYAML==6.0.12.12
 types-chevron==0.14.2.5
 types-psutil==5.9.5.17
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index 10622e933c..4afdb354b6 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -938,9 +938,9 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.19 \
-    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
-    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
+types-awscrt==0.20.0 \
+    --hash=sha256:99778c952e1eae10cc7a53468413001177026c9434345bf00120bb2ea5b79109 \
+    --hash=sha256:e872b65d041687ec7fb49fb4dcb871ff10ade5efeca02722e037a03bff81db7e
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \
diff --git a/requirements/reproducible-mac.txt b/requirements/reproducible-mac.txt
index fb5bbe8ca5..afd7551230 100644
--- a/requirements/reproducible-mac.txt
+++ b/requirements/reproducible-mac.txt
@@ -970,9 +970,9 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.19 \
-    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
-    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
+types-awscrt==0.20.0 \
+    --hash=sha256:99778c952e1eae10cc7a53468413001177026c9434345bf00120bb2ea5b79109 \
+    --hash=sha256:e872b65d041687ec7fb49fb4dcb871ff10ade5efeca02722e037a03bff81db7e
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index 233f5aae42..7a73b7a866 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -958,9 +958,9 @@ tomlkit==0.12.3 \
     --hash=sha256:75baf5012d06501f07bee5bf8e801b9f343e7aac5a92581f20f80ce632e6b5a4 \
     --hash=sha256:b0a645a9156dc7cb5d3a1f0d4bab66db287fcb8e0430bdd4664a095ea16414ba
     # via aws-sam-cli (setup.py)
-types-awscrt==0.19.19 \
-    --hash=sha256:850d5ad95d8f337b15fb154790f39af077faf5c08d43758fd750f379a87d5f73 \
-    --hash=sha256:a577c4d60a7fb7e21b436a73207a66f6ba50329d578b347934c5d99d4d612901
+types-awscrt==0.20.0 \
+    --hash=sha256:99778c952e1eae10cc7a53468413001177026c9434345bf00120bb2ea5b79109 \
+    --hash=sha256:e872b65d041687ec7fb49fb4dcb871ff10ade5efeca02722e037a03bff81db7e
     # via botocore-stubs
 types-python-dateutil==2.8.19.14 \
     --hash=sha256:1f4f10ac98bb8b16ade9dbee3518d9ace017821d94b057a425b069f834737f4b \