diff --git a/requirements/edx/development.txt b/requirements/edx/development.txt
index f3f544cbe2b..81b6d3b8a38 100644
--- a/requirements/edx/development.txt
+++ b/requirements/edx/development.txt
@@ -2099,7 +2099,7 @@ tomlkit==0.13.2
     #   -r requirements/edx/testing.txt
     #   pylint
     #   snowflake-connector-python
-tox==4.23.0
+tox==4.23.1
     # via -r requirements/edx/testing.txt
 tqdm==4.66.5
     # via
diff --git a/requirements/edx/testing.txt b/requirements/edx/testing.txt
index 73630c0b97d..aac81743e14 100644
--- a/requirements/edx/testing.txt
+++ b/requirements/edx/testing.txt
@@ -1556,7 +1556,7 @@ tomlkit==0.13.2
     #   -r requirements/edx/base.txt
     #   pylint
     #   snowflake-connector-python
-tox==4.23.0
+tox==4.23.1
     # via -r requirements/edx/testing.in
 tqdm==4.66.5
     # via
diff --git a/scripts/user_retirement/requirements/base.in b/scripts/user_retirement/requirements/base.in
index d0bdab9082a..eabc9393ea1 100644
--- a/scripts/user_retirement/requirements/base.in
+++ b/scripts/user_retirement/requirements/base.in
@@ -11,3 +11,7 @@ unicodecsv
 simplejson
 simple-salesforce
 google-api-python-client
+
+# urllib3 is needed for the user_retirement scripts 
+# constraint will be investigated and removed in a separate issue
+urllib3<2.0.0
diff --git a/scripts/user_retirement/requirements/base.txt b/scripts/user_retirement/requirements/base.txt
index 2749267db3e..770b80c247f 100644
--- a/scripts/user_retirement/requirements/base.txt
+++ b/scripts/user_retirement/requirements/base.txt
@@ -158,8 +158,9 @@ unicodecsv==0.14.1
     # via -r scripts/user_retirement/requirements/base.in
 uritemplate==4.1.1
     # via google-api-python-client
-urllib3==2.2.3
+urllib3==1.26.20
     # via
+    #   -r scripts/user_retirement/requirements/base.in
     #   botocore
     #   requests
 zeep==4.3.1
diff --git a/scripts/user_retirement/requirements/testing.txt b/scripts/user_retirement/requirements/testing.txt
index 8d143b1fa74..cfac5b0e62d 100644
--- a/scripts/user_retirement/requirements/testing.txt
+++ b/scripts/user_retirement/requirements/testing.txt
@@ -266,7 +266,7 @@ uritemplate==4.1.1
     # via
     #   -r scripts/user_retirement/requirements/base.txt
     #   google-api-python-client
-urllib3==2.2.3
+urllib3==1.26.20
     # via
     #   -r scripts/user_retirement/requirements/base.txt
     #   botocore