diff --git a/.circleci/config.yml b/.circleci/config.yml
index 4ff149ed2e2..2bbf45af301 100644
--- a/.circleci/config.yml
+++ b/.circleci/config.yml
@@ -253,6 +253,19 @@ jobs:
           command: |
             bin/smoke_test --remote --no-source-env
       # - notify-slack-smoke-test-status
+  check-pinpoint-config:
+    docker:
+      - image: circleci/ruby:2.6-node-browsers
+    steps:
+      - checkout
+      - bundle-yarn-install
+      - run:
+          name: Check current AWS Pinpoint country support
+          command: |-
+            diff <(bundle exec ./scripts/pinpoint-supported-countries) config/country_dialing_codes.yml
+      - slack/status:
+          fail_only: true
+          failure_message: ":aws-emoji: :red_circle: AWS Pinpoint country configuration is out of date"
 
 workflows:
   version: 2
@@ -267,6 +280,18 @@ workflows:
             tags:
               only: "/^[0-9]{4}-[0-9]{2}-[0-9]{2,}.*/"
 
+  daily-external-pinpoint-checker:
+    jobs:
+      - check-pinpoint-config
+    triggers:
+      - schedule:
+          # Once a day at 12pm
+          cron: "0 12 * * *"
+          filters:
+            branches:
+              only:
+                - master
+
   # Theses are staggered separately from the smoke tests in the identity-monitor repo
   # because they share credentials and would mess each other up if run concurrently
   # https://github.com/18F/identity-monitor/blob/master/.circleci/config.yml