diff --git a/apps/text_generation/poetry.lock b/apps/text_generation/poetry.lock
index 562da1e..3f2e241 100644
--- a/apps/text_generation/poetry.lock
+++ b/apps/text_generation/poetry.lock
@@ -1,4 +1,4 @@
-# This file is automatically @generated by Poetry 2.1.4 and should not be changed by hand.
+# This file is automatically @generated by Poetry 2.1.1 and should not be changed by hand.
 
 [[package]]
 name = "aiohappyeyeballs"
@@ -3554,14 +3554,14 @@ test = ["pretend", "pytest (>=3.0.1)", "pytest-rerunfailures"]
 
 [[package]]
 name = "pypdf"
-version = "5.9.0"
+version = "6.0.0"
 description = "A pure-python PDF library capable of splitting, merging, cropping, and transforming PDF files"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.9"
 groups = ["main"]
 files = [
-    {file = "pypdf-5.9.0-py3-none-any.whl", hash = "sha256:be10a4c54202f46d9daceaa8788be07aa8cd5ea8c25c529c50dd509206382c35"},
-    {file = "pypdf-5.9.0.tar.gz", hash = "sha256:30f67a614d558e495e1fbb157ba58c1de91ffc1718f5e0dfeb82a029233890a1"},
+    {file = "pypdf-6.0.0-py3-none-any.whl", hash = "sha256:56ea60100ce9f11fc3eec4f359da15e9aec3821b036c1f06d2b660d35683abb8"},
+    {file = "pypdf-6.0.0.tar.gz", hash = "sha256:282a99d2cc94a84a3a3159f0d9358c0af53f85b4d28d76ea38b96e9e5ac2a08d"},
 ]
 
 [package.dependencies]
@@ -4164,7 +4164,7 @@ description = "C version of reader, parser and emitter for ruamel.yaml derived f
 optional = false
 python-versions = ">=3.9"
 groups = ["main"]
-markers = "platform_python_implementation == \"CPython\" and python_version == \"3.13\""
+markers = "platform_python_implementation == \"CPython\" and python_version < \"3.14\""
 files = [
     {file = "ruamel.yaml.clib-0.2.12-cp310-cp310-macosx_13_0_arm64.whl", hash = "sha256:11f891336688faf5156a36293a9c362bdc7c88f03a8a027c2c1d8e0bcde998e5"},
     {file = "ruamel.yaml.clib-0.2.12-cp310-cp310-manylinux2014_aarch64.whl", hash = "sha256:a606ef75a60ecf3d924613892cc603b154178ee25abb3055db5062da811fd969"},
@@ -5105,4 +5105,4 @@ cffi = ["cffi (>=1.17) ; python_version >= \"3.13\" and platform_python_implemen
 [metadata]
 lock-version = "2.1"
 python-versions = ">=3.13, <4.0"
-content-hash = "7b4483a9671e66b3e4853560330d971ae3f2dda04c90538ec8b1ccd71399f17a"
+content-hash = "1256f6018b35451d90f582ee0a61495e3807a5f3c1091a4e45749445f961fca8"
diff --git a/apps/text_generation/pyproject.toml b/apps/text_generation/pyproject.toml
index c3facfb..0b31ded 100644
--- a/apps/text_generation/pyproject.toml
+++ b/apps/text_generation/pyproject.toml
@@ -20,7 +20,7 @@ packages = [
 [tool.poetry.dependencies]
 pydantic = "*"
 semantic-kernel = "^1.35.3"
-pypdf = {extras = ["crypto"], version = "^5.4.0"}
+pypdf = {extras = ["crypto"], version = "^6.0.0"}
 azure-core = "*"
 azure-identity = "*"
 azure-cosmos = "^4.9.0"