diff --git a/uv.lock b/uv.lock
index 2069dbe0..187fe55f 100644
--- a/uv.lock
+++ b/uv.lock
@@ -199,7 +199,7 @@ requires-dist = [
     { name = "httpx", specifier = ">=0.28.1" },
     { name = "psycopg", extras = ["binary"], specifier = ">=3.2.5" },
     { name = "pydantic", specifier = "~=2.10" },
-    { name = "pydantic-settings", specifier = "~=2.8" },
+    { name = "pydantic-settings", specifier = "~=2.14" },
     { name = "pyjwt", extras = ["crypto"], specifier = ">=2.10.1" },
     { name = "redis", specifier = ">=6.4.0" },
     { name = "uvicorn", specifier = ">=0.35.0" },
@@ -619,7 +619,7 @@ requires-dist = [
     { name = "five08", editable = "packages/shared" },
     { name = "openai", specifier = ">=2.0.0" },
     { name = "pydantic", specifier = "~=2.10" },
-    { name = "pydantic-settings", specifier = "~=2.8" },
+    { name = "pydantic-settings", specifier = "~=2.14" },
     { name = "python-docx", specifier = ">=1.2.0" },
     { name = "redis", specifier = ">=6.4.0" },
     { name = "requests", specifier = "~=2.31" },
@@ -720,7 +720,7 @@ requires-dist = [
     { name = "langfuse", specifier = "==4.6.1" },
     { name = "psycopg", extras = ["binary"], specifier = ">=3.2.5" },
     { name = "pydantic", specifier = "~=2.10" },
-    { name = "pydantic-settings", specifier = "~=2.8" },
+    { name = "pydantic-settings", specifier = "~=2.14" },
     { name = "pymupdf", specifier = ">=1.26.5" },
     { name = "python-docx", specifier = ">=1.2.0" },
     { name = "redis", specifier = ">=6.4.0" },
@@ -1837,16 +1837,16 @@ wheels = [
 
 [[package]]
 name = "pydantic-settings"
-version = "2.11.0"
+version = "2.14.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
     { name = "pydantic" },
     { name = "python-dotenv" },
     { name = "typing-inspection" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/20/c5/dbbc27b814c71676593d1c3f718e6cd7d4f00652cefa24b75f7aa3efb25e/pydantic_settings-2.11.0.tar.gz", hash = "sha256:d0e87a1c7d33593beb7194adb8470fc426e95ba02af83a0f23474a04c9a08180", size = 188394, upload-time = "2025-09-24T14:19:11.764Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/07/60/1d1e59c9c90d54591469ada7d268251f71c24bdb765f1a8a832cee8c6653/pydantic_settings-2.14.1.tar.gz", hash = "sha256:e874d3bec7e787b0c9958277956ed9b4dd5de6a80e162188fdaff7c5e26fd5fa", size = 235551, upload-time = "2026-05-08T13:40:06.542Z" }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/83/d6/887a1ff844e64aa823fb4905978d882a633cfe295c32eacad582b78a7d8b/pydantic_settings-2.11.0-py3-none-any.whl", hash = "sha256:fe2cea3413b9530d10f3a5875adffb17ada5c1e1bab0b2885546d7310415207c", size = 48608, upload-time = "2025-09-24T14:19:10.015Z" },
+    { url = "https://files.pythonhosted.org/packages/ae/8d/f1af3832f5e6eb13ba94ee809e72b8ecb5eef226d27ee0bef7d963d943c7/pydantic_settings-2.14.1-py3-none-any.whl", hash = "sha256:6e3c7edfd8277687cdc598f56e5cff0e9bfff0910a3749deaa8d4401c3a2b9de", size = 60964, upload-time = "2026-05-08T13:40:04.958Z" },
 ]
 
 [[package]]
@@ -2368,7 +2368,7 @@ requires-dist = [
     { name = "openai", specifier = ">=2.0.0" },
     { name = "psycopg", extras = ["binary"], specifier = ">=3.2.5" },
     { name = "pydantic", specifier = "~=2.10" },
-    { name = "pydantic-settings", specifier = "~=2.8" },
+    { name = "pydantic-settings", specifier = "~=2.14" },
     { name = "python-docx", specifier = ">=1.2.0" },
     { name = "redis", specifier = ">=6.4.0" },
     { name = "requests", specifier = "~=2.31" },