diff --git a/lib/crewai-files/pyproject.toml b/lib/crewai-files/pyproject.toml
index c19a5159f0..a14eeecf9b 100644
--- a/lib/crewai-files/pyproject.toml
+++ b/lib/crewai-files/pyproject.toml
@@ -9,7 +9,7 @@ authors = [
 requires-python = ">=3.10, <3.14"
 dependencies = [
     "Pillow~=12.3.0",
-    "pypdf~=6.14.2",
+    "pypdf~=6.16.1",
     "python-magic>=0.4.27",
     "aiocache~=0.12.3",
     "aiofiles~=24.1.0",
@@ -19,8 +19,6 @@ dependencies = [
 
 [tool.uv]
 exclude-newer = "3 days"
-# pypdf 6.14.2 is a security fix newer than the global supply-chain cutoff.
-exclude-newer-package = { pypdf = "2026-06-24T00:00:00Z" }
 
 [build-system]
 requires = ["hatchling"]
diff --git a/pyproject.toml b/pyproject.toml
index 8cfb1b389e..d3e8a4f6a9 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -172,7 +172,7 @@ info = "Commits must follow Conventional Commits 1.0.0."
 [tool.uv]
 exclude-newer = "3 days"
 # These security fixes are newer than the global supply-chain cutoff.
-exclude-newer-package = { pypdf = "2026-08-07T00:00:00Z", msgpack = "2026-06-20T00:00:00Z", pydantic-settings = "2026-06-20T00:00:00Z", langsmith = "2026-06-20T00:00:00Z", gitpython = "2026-08-05T00:00:00Z" }
+exclude-newer-package = { msgpack = "2026-06-20T00:00:00Z", pydantic-settings = "2026-06-20T00:00:00Z", langsmith = "2026-06-20T00:00:00Z", gitpython = "2026-08-05T00:00:00Z" }
 
 # composio-core pins rich<14 but textual requires rich>=14.
 # onnxruntime 1.24+ dropped Python 3.10 wheels; cap it so qdrant[fastembed] resolves on 3.10.
@@ -187,8 +187,11 @@ exclude-newer-package = { pypdf = "2026-08-07T00:00:00Z", msgpack = "2026-06-20T
 # pypdf <6.10.2 has GHSA-4pxv-j86v-mhcw, GHSA-7gw9-cf7v-778f, GHSA-x284-j5p8-9c5p.
 # pypdf <6.14.2 has GHSA-jm82-fx9c-mx94 and GHSA-5qjq-93h5-hrgp/GHSA-55h5-xmcq-c37v/GHSA-g867-7843-wf8q/GHSA-5xf7-4p34-54qr; force 6.14.2+.
 # pypdf <6.15.0 has GHSA-fwg2-594c-jp42 and GHSA-fp3f-mc75-235c (unbounded runtime/memory on large content
-# and /ToUnicode streams); force 6.15.0+. Its exclude-newer-package cutoff is bumped to 2026-08-07 to admit
-# that release.
+# and /ToUnicode streams); force 6.15.0+.
+# pypdf <6.16.0 has GHSA-jp53-mhqp-8xcg (infinite loop in TreeObject.insert_child).
+# pypdf <6.16.1 has GHSA-23w6-3w8w-8484 and GHSA-763m-79hh-57f2 (unbounded runtime/memory on
+# outlines and XForm extraction); force 6.16.1+. 6.16.2 is older than the global 3-day cutoff,
+# so no exclude-newer-package override is needed.
 # uv <0.11.15 has GHSA-4gg8-gxpx-9rph (and earlier GHSA-pjjw-68hj-v9mw); force 0.11.15+.
 # python-multipart <0.0.27 has GHSA-pp6c-gr5w-3c5g (DoS via unbounded multipart headers).
 # gitpython <3.1.50 has GHSA-mv93-w799-cj2w (config_writer newline injection bypassing the 3.1.49 patch -> RCE via core.hooksPath).
@@ -247,7 +250,7 @@ override-dependencies = [
     "urllib3>=2.7.0",
     "transformers>=5.4.0; python_version >= '3.10'",
     "cryptography>=50.0.0",
-    "pypdf>=6.15.0,<7",
+    "pypdf>=6.16.1,<7",
     "uv>=0.11.15,<1",
     "python-multipart>=0.0.27,<1",
     "gitpython>=3.1.58,<4",
diff --git a/uv.lock b/uv.lock
index 6d7353635f..f5897d5ce5 100644
--- a/uv.lock
+++ b/uv.lock
@@ -20,7 +20,6 @@ exclude-newer-span = "P3D"
 msgpack = "2026-06-20T00:00:00Z"
 langsmith = "2026-06-20T00:00:00Z"
 gitpython = "2026-08-05T00:00:00Z"
-pypdf = "2026-08-07T00:00:00Z"
 pydantic-settings = "2026-06-20T00:00:00Z"
 
 [manifest]
@@ -51,7 +50,7 @@ overrides = [
     { name = "pip", specifier = ">=26.2" },
     { name = "pyasn1", specifier = ">=0.6.4" },
     { name = "pydantic-settings", specifier = ">=2.14.2" },
-    { name = "pypdf", specifier = ">=6.15.0,<7" },
+    { name = "pypdf", specifier = ">=6.16.1,<7" },
     { name = "python-multipart", specifier = ">=0.0.27,<1" },
     { name = "rich", specifier = ">=13.7.1" },
     { name = "setuptools", specifier = ">=83.0.0" },
@@ -1602,7 +1601,7 @@ requires-dist = [
     { name = "aiofiles", specifier = "~=24.1.0" },
     { name = "av", specifier = "~=13.0.0" },
     { name = "pillow", specifier = "~=12.3.0" },
-    { name = "pypdf", specifier = "~=6.14.2" },
+    { name = "pypdf", specifier = "~=6.16.1" },
     { name = "python-magic", specifier = ">=0.4.27" },
     { name = "tinytag", specifier = "~=2.2.1" },
 ]
@@ -7198,14 +7197,14 @@ wheels = [
 
 [[package]]
 name = "pypdf"
-version = "6.15.0"
+version = "6.16.2"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "typing-extensions", marker = "python_full_version < '3.11'" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/17/17/ee75a92718ec7212de831e71454d702225aa5e474a805cce169806044453/pypdf-6.15.0.tar.gz", hash = "sha256:d39c4d955a76409284a905e2d65b40076d77ab76129e0faaeeb6612403ecfc79", size = 6993794, upload-time = "2026-08-06T13:06:49.929Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/44/66/54212e75406afd9f3e933d0dda23072f6aecc55c5a273077dc2e0b028b23/pypdf-6.16.2.tar.gz", hash = "sha256:595647f6191de6f402cfde1d0c455d6cbccbd509aac32b34783009c032de5d6e", size = 7008996, upload-time = "2026-08-23T13:50:07.135Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/af/72/ce3067ac31e214a66388159f8462ddb8c13dd00170f24d555a1f1ae8ee91/pypdf-6.15.0-py3-none-any.whl", hash = "sha256:14e001d6504822cb1ca9c7ed9a69bccb320f59b320730f55af804361abe4d5ee", size = 378123, upload-time = "2026-08-06T13:06:47.709Z" },
+    { url = "https://files.pythonhosted.org/packages/13/f1/a2da3b55acd4ab737bf728c97edaaed5ec1d3c1236acb639dcdfa97e42c7/pypdf-6.16.2-py3-none-any.whl", hash = "sha256:c8b09a59399062fb45a1b8156c18a787a10a3dae03ac9674397a226712c94604", size = 385060, upload-time = "2026-08-23T13:50:05.349Z" },
 ]
 
 [[package]]