diff --git a/docs/Contributing/Understanding-host-vitals.md b/docs/Contributing/Understanding-host-vitals.md
index f4b6a1d362dc..1ccfdf0245d0 100644
--- a/docs/Contributing/Understanding-host-vitals.md
+++ b/docs/Contributing/Understanding-host-vitals.md
@@ -677,7 +677,7 @@ SELECT
   path AS installed_path
 FROM homebrew_packages
 WHERE type = 'cask'
-AND NOT EXISTS (SELECT 1 FROM file WHERE file.path LIKE CONCAT(homebrew_packages.path, '/%%') AND file.path LIKE '%.app%' LIMIT 1);
+AND NOT EXISTS (SELECT 1 FROM file WHERE file.path LIKE CONCAT(homebrew_packages.path, '/%%') AND file.directory LIKE '%.app' LIMIT 1);
 ```
 
 ## software_macos_codesign
diff --git a/server/service/osquery_utils/queries.go b/server/service/osquery_utils/queries.go
index ddfa03d7c721..3055f929d1b1 100644
--- a/server/service/osquery_utils/queries.go
+++ b/server/service/osquery_utils/queries.go
@@ -909,7 +909,7 @@ SELECT
   path AS installed_path
 FROM homebrew_packages
 WHERE type = 'cask'
-AND NOT EXISTS (SELECT 1 FROM file WHERE file.path LIKE CONCAT(homebrew_packages.path, '/%%%%') AND file.path LIKE '%%.app%%' LIMIT 1);
+AND NOT EXISTS (SELECT 1 FROM file WHERE file.path LIKE CONCAT(homebrew_packages.path, '/%%%%') AND file.directory LIKE '%%.app' LIMIT 1);
 `),
 	Platforms:        []string{"darwin"},
 	DirectIngestFunc: directIngestSoftware,