diff --git a/requirements.in b/requirements.in
index 58c81743..01898493 100644
--- a/requirements.in
+++ b/requirements.in
@@ -3,7 +3,7 @@ astroid~=3.3.9
 blinker~=1.4
 boto3==1.35.99
 botocore==1.35.99
-click~=8.3.1
+click~=8.4.2
 csh-ldap>=2.5.5
 Flask~=3.1.0
 Flask-Migrate~=4.1.0
diff --git a/requirements.txt b/requirements.txt
index 90848fce..d4e00933 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -32,7 +32,7 @@ cffi==2.0.0
     # via cryptography
 charset-normalizer==3.4.7
     # via requests
-click==8.3.3
+click==8.4.2
     # via
     #   -r requirements.in
     #   flask
@@ -119,8 +119,6 @@ packaging==26.2
     #   build
     #   gunicorn
     #   wheel
-pip==26.1.2
-    # via pip-tools
 pip-tools==7.5.3
     # via -r requirements.in
 platformdirs==4.10.0
@@ -168,10 +166,8 @@ requests==2.34.2
     #   pyjwkest
 s3transfer==0.10.4
     # via boto3
-sentry-sdk==2.58.0
+sentry-sdk[flask]==2.58.0
     # via -r requirements.in
-setuptools==82.0.1
-    # via pip-tools
 six==1.17.0
     # via
     #   -r requirements.in