diff --git a/requirements/base.txt b/requirements/base.txt
index 874ee7f349..8eb7900c0a 100644
--- a/requirements/base.txt
+++ b/requirements/base.txt
@@ -15,7 +15,7 @@ aws_lambda_builders==1.45.0
 tomlkit==0.12.3
 watchdog==3.0.0
 rich~=13.7.0
-pyopenssl~=23.3.0
+pyopenssl~=24.0.0
 # Pin to <4.18 to until SAM-T no longer uses RefResolver
 jsonschema<4.22
 
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index a5d2ff3ce5..6fac40cb60 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -587,9 +587,9 @@ pygments==2.17.2 \
     --hash=sha256:b27c2826c47d0f3219f29554824c30c5e8945175d888647acd804ddd04af846c \
     --hash=sha256:da46cec9fd2de5be3a8a784f434e4c4ab670b4ff54d605c4c2717e9d49c4c367
     # via rich
-pyopenssl==23.3.0 \
-    --hash=sha256:6756834481d9ed5470f4a9393455154bc92fe7a64b7bc6ee2c804e78c52099b2 \
-    --hash=sha256:6b2cba5cc46e822750ec3e5a81ee12819850b11303630d575e98108a079c2b12
+pyopenssl==24.0.0 \
+    --hash=sha256:6aa33039a93fffa4563e655b61d11364d01264be8ccb49906101e02a334530bf \
+    --hash=sha256:ba07553fb6fd6a7a2259adb9b84e12302a9a8a75c44046e8bb5d3e5ee887e3c3
     # via aws-sam-cli (setup.py)
 python-dateutil==2.8.2 \
     --hash=sha256:0123cacc1627ae19ddf3c27a5de5bd67ee4586fbdd6440d9748f8abb483d3e86 \
diff --git a/requirements/reproducible-mac.txt b/requirements/reproducible-mac.txt
index 5ee685a9a9..ed838e076b 100644
--- a/requirements/reproducible-mac.txt
+++ b/requirements/reproducible-mac.txt
@@ -619,9 +619,9 @@ pygments==2.17.2 \
     --hash=sha256:b27c2826c47d0f3219f29554824c30c5e8945175d888647acd804ddd04af846c \
     --hash=sha256:da46cec9fd2de5be3a8a784f434e4c4ab670b4ff54d605c4c2717e9d49c4c367
     # via rich
-pyopenssl==23.3.0 \
-    --hash=sha256:6756834481d9ed5470f4a9393455154bc92fe7a64b7bc6ee2c804e78c52099b2 \
-    --hash=sha256:6b2cba5cc46e822750ec3e5a81ee12819850b11303630d575e98108a079c2b12
+pyopenssl==24.0.0 \
+    --hash=sha256:6aa33039a93fffa4563e655b61d11364d01264be8ccb49906101e02a334530bf \
+    --hash=sha256:ba07553fb6fd6a7a2259adb9b84e12302a9a8a75c44046e8bb5d3e5ee887e3c3
     # via aws-sam-cli (setup.py)
 python-dateutil==2.8.2 \
     --hash=sha256:0123cacc1627ae19ddf3c27a5de5bd67ee4586fbdd6440d9748f8abb483d3e86 \
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index e3872aa401..6d7396940b 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -591,9 +591,9 @@ pygments==2.17.2 \
     --hash=sha256:b27c2826c47d0f3219f29554824c30c5e8945175d888647acd804ddd04af846c \
     --hash=sha256:da46cec9fd2de5be3a8a784f434e4c4ab670b4ff54d605c4c2717e9d49c4c367
     # via rich
-pyopenssl==23.3.0 \
-    --hash=sha256:6756834481d9ed5470f4a9393455154bc92fe7a64b7bc6ee2c804e78c52099b2 \
-    --hash=sha256:6b2cba5cc46e822750ec3e5a81ee12819850b11303630d575e98108a079c2b12
+pyopenssl==24.0.0 \
+    --hash=sha256:6aa33039a93fffa4563e655b61d11364d01264be8ccb49906101e02a334530bf \
+    --hash=sha256:ba07553fb6fd6a7a2259adb9b84e12302a9a8a75c44046e8bb5d3e5ee887e3c3
     # via aws-sam-cli (setup.py)
 python-dateutil==2.8.2 \
     --hash=sha256:0123cacc1627ae19ddf3c27a5de5bd67ee4586fbdd6440d9748f8abb483d3e86 \