diff --git a/src/sentry/runner/__init__.py b/src/sentry/runner/__init__.py
index 5e5b7012ef98a6..ca35613dbccfe7 100644
--- a/src/sentry/runner/__init__.py
+++ b/src/sentry/runner/__init__.py
@@ -7,6 +7,7 @@
 import sentry_sdk
 
 import sentry
+from sentry.runner.settings import get_sentry_conf
 from sentry.utils.imports import import_string
 
 # We need to run this here because of a concurrency bug in Python's locale
@@ -175,10 +176,16 @@ def main():
         logging.basicConfig(format="%(levelname)s:%(message)s", level=logging.INFO)
         logger = logging.getLogger(__name__)
 
-        logger.info(
-            "The Sentry runner will report development issues to Sentry.io. "
-            "Use SENTRY_DEVENV_NO_REPORT to avoid reporting issues."
-        )
+        # Only show analytics notice once
+        analytics_seen_file = os.path.join(get_sentry_conf(), "dev-analytics-notice-seen")
+        if not os.path.isfile(analytics_seen_file):
+            logger.info(
+                "The Sentry runner will report development issues to Sentry.io. "
+                "Use SENTRY_DEVENV_NO_REPORT to avoid reporting issues."
+            )
+            with open(analytics_seen_file, "w+") as file:
+                file.write("# This is an autogenerated file from the sentry command runner")
+
         try:
             func(**kwargs)
         except Exception as e: