diff --git a/pyproject.toml b/pyproject.toml
index d4a4b1d025e..5165711c346 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -48,7 +48,7 @@ dependencies = [
     "aws_lambda_builders==1.64.0",
     "tomlkit==0.14.0",
     "watchdog==4.0.2",
-    "rich~=14.3.3",
+    "rich>=14.3.3,<15.1.0",
     "pyopenssl>=25.3,<26.3",
     # Pin to <4.27 until SAM-T no longer uses RefResolver
     "jsonschema<4.27",
diff --git a/requirements/reproducible-linux.txt b/requirements/reproducible-linux.txt
index 3293d4898a8..e13e77bd0f3 100644
--- a/requirements/reproducible-linux.txt
+++ b/requirements/reproducible-linux.txt
@@ -440,9 +440,9 @@ jsonschema-specifications==2025.9.1 \
     --hash=sha256:98802fee3a11ee76ecaca44429fda8a41bff98b00a0f2838151b113f210cc6fe \
     --hash=sha256:b540987f239e745613c7a9176f3edb72b832a4ac465cf02712288397832b5e8d
     # via jsonschema
-markdown-it-py==4.0.0 \
-    --hash=sha256:87327c59b172c5011896038353a81343b6754500a08cd7a4973bb48c6d578147 \
-    --hash=sha256:cb0a2b4aa34f932c007117b194e945bd74e0ec24133ceb5bac59009cda1cb9f3
+markdown-it-py==4.2.0 \
+    --hash=sha256:04a21681d6fbb623de53f6f364d352309d4094dd4194040a10fd51833e418d49 \
+    --hash=sha256:9f7ebbcd14fe59494226453aed97c1070d83f8d24b6fc3a3bcf9a38092641c4a
     # via rich
 markupsafe==3.0.3 \
     --hash=sha256:0303439a41979d9e74d18ff5e2dd8c43ed6c6001fd40e5bf2e43f7bd9bbc523f \
@@ -978,9 +978,9 @@ requests==2.33.1 \
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter
     #   docker
-rich==14.3.3 \
-    --hash=sha256:793431c1f8619afa7d3b52b2cdec859562b950ea0d4b6b505397612db8d5362d \
-    --hash=sha256:b8daa0b9e4eef54dd8cf7c86c03713f53241884e814f4e2f5fb342fe520f639b
+rich==15.0.0 \
+    --hash=sha256:33bd4ef74232fb73fe9279a257718407f169c09b78a87ad3d296f548e27de0bb \
+    --hash=sha256:edd07a4824c6b40189fb7ac9bc4c52536e9780fbbfbddf6f1e2502c31b068c36
     # via
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter
diff --git a/requirements/reproducible-mac.txt b/requirements/reproducible-mac.txt
index 84e77d6014e..0df8dfe311c 100644
--- a/requirements/reproducible-mac.txt
+++ b/requirements/reproducible-mac.txt
@@ -440,9 +440,9 @@ jsonschema-specifications==2025.9.1 \
     --hash=sha256:98802fee3a11ee76ecaca44429fda8a41bff98b00a0f2838151b113f210cc6fe \
     --hash=sha256:b540987f239e745613c7a9176f3edb72b832a4ac465cf02712288397832b5e8d
     # via jsonschema
-markdown-it-py==4.0.0 \
-    --hash=sha256:87327c59b172c5011896038353a81343b6754500a08cd7a4973bb48c6d578147 \
-    --hash=sha256:cb0a2b4aa34f932c007117b194e945bd74e0ec24133ceb5bac59009cda1cb9f3
+markdown-it-py==4.2.0 \
+    --hash=sha256:04a21681d6fbb623de53f6f364d352309d4094dd4194040a10fd51833e418d49 \
+    --hash=sha256:9f7ebbcd14fe59494226453aed97c1070d83f8d24b6fc3a3bcf9a38092641c4a
     # via rich
 markupsafe==3.0.3 \
     --hash=sha256:0303439a41979d9e74d18ff5e2dd8c43ed6c6001fd40e5bf2e43f7bd9bbc523f \
@@ -978,9 +978,9 @@ requests==2.33.1 \
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter
     #   docker
-rich==14.3.3 \
-    --hash=sha256:793431c1f8619afa7d3b52b2cdec859562b950ea0d4b6b505397612db8d5362d \
-    --hash=sha256:b8daa0b9e4eef54dd8cf7c86c03713f53241884e814f4e2f5fb342fe520f639b
+rich==15.0.0 \
+    --hash=sha256:33bd4ef74232fb73fe9279a257718407f169c09b78a87ad3d296f548e27de0bb \
+    --hash=sha256:edd07a4824c6b40189fb7ac9bc4c52536e9780fbbfbddf6f1e2502c31b068c36
     # via
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter
diff --git a/requirements/reproducible-win.txt b/requirements/reproducible-win.txt
index 7d49b05a793..1daff9d28f7 100644
--- a/requirements/reproducible-win.txt
+++ b/requirements/reproducible-win.txt
@@ -444,9 +444,9 @@ jsonschema-specifications==2025.9.1 \
     --hash=sha256:98802fee3a11ee76ecaca44429fda8a41bff98b00a0f2838151b113f210cc6fe \
     --hash=sha256:b540987f239e745613c7a9176f3edb72b832a4ac465cf02712288397832b5e8d
     # via jsonschema
-markdown-it-py==4.0.0 \
-    --hash=sha256:87327c59b172c5011896038353a81343b6754500a08cd7a4973bb48c6d578147 \
-    --hash=sha256:cb0a2b4aa34f932c007117b194e945bd74e0ec24133ceb5bac59009cda1cb9f3
+markdown-it-py==4.2.0 \
+    --hash=sha256:04a21681d6fbb623de53f6f364d352309d4094dd4194040a10fd51833e418d49 \
+    --hash=sha256:9f7ebbcd14fe59494226453aed97c1070d83f8d24b6fc3a3bcf9a38092641c4a
     # via rich
 markupsafe==3.0.3 \
     --hash=sha256:0303439a41979d9e74d18ff5e2dd8c43ed6c6001fd40e5bf2e43f7bd9bbc523f \
@@ -1004,9 +1004,9 @@ requests==2.33.1 \
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter
     #   docker
-rich==14.3.3 \
-    --hash=sha256:793431c1f8619afa7d3b52b2cdec859562b950ea0d4b6b505397612db8d5362d \
-    --hash=sha256:b8daa0b9e4eef54dd8cf7c86c03713f53241884e814f4e2f5fb342fe520f639b
+rich==15.0.0 \
+    --hash=sha256:33bd4ef74232fb73fe9279a257718407f169c09b78a87ad3d296f548e27de0bb \
+    --hash=sha256:edd07a4824c6b40189fb7ac9bc4c52536e9780fbbfbddf6f1e2502c31b068c36
     # via
     #   aws-sam-cli (pyproject.toml)
     #   cookiecutter