diff --git a/.circleci/config.yml b/.circleci/config.yml
index 329e76ad63..9924e34978 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -993,8 +993,8 @@ workflows:
           <<: *slack-fail-post-step
           name: acceptance_oldest
           woo_core_version: 8.8.3
-          woo_subscriptions_version: 5.6.0
-          woo_memberships_version: 1.23.1
+          woo_subscriptions_version: 5.9.1
+          woo_memberships_version: 1.25.2
           automate_woo_version: 5.8.5
           mysql_command: --max_allowed_packet=100M --default-storage-engine=MYISAM
           mysql_image: mysql:5.5
@@ -1033,8 +1033,8 @@ workflows:
           <<: *slack-fail-post-step
           name: integration_oldest
           woo_core_version: 8.8.3
-          woo_subscriptions_version: 5.6.0
-          woo_memberships_version: 1.24.0
+          woo_subscriptions_version: 5.9.1
+          woo_memberships_version: 1.25.2
           automate_woo_version: 5.8.5
           codeception_image_version: 7.4-cli_20220605.0
           mysql_command: --max_allowed_packet=100M --default-storage-engine=MYISAM
@@ -1060,3 +1060,32 @@ workflows:
           name: integration_with_premium_latest
           requires:
             - build_premium
+      - acceptance_tests:
+          <<: *slack-fail-post-step
+          name: acceptance_with_premium_oldest
+          woo_core_version: 8.8.3
+          woo_subscriptions_version: 5.9.1
+          woo_memberships_version: 1.25.2
+          automate_woo_version: 5.8.5
+          codeception_image_version: 7.4-cli_20220605.0
+          wordpress_image_version: wp-6.4_php8.0_20231114.1
+          requires:
+            - build_premium
+      - unit_tests:
+          <<: *slack-fail-post-step
+          name: unit_with_premium_oldest
+          executor: wpcli_php_mysql_oldest
+          requires:
+            - build_premium
+      - integration_tests:
+          <<: *slack-fail-post-step
+          name: integration_with_premium_oldest
+          woo_core_version: 8.8.3
+          woo_subscriptions_version: 5.9.1
+          woo_memberships_version: 1.25.2
+          automate_woo_version: 5.8.5
+          codeception_image_version: 7.4-cli_20220605.0
+          mysql_command: --max_allowed_packet=100M --default-storage-engine=MYISAM
+          mysql_image: mysql:5.5
+          requires:
+            - build_premium