diff --git a/controllers/utilsController.js b/controllers/utilsController.js
index eb4a00a..bddba4f 100644
--- a/controllers/utilsController.js
+++ b/controllers/utilsController.js
@@ -669,8 +669,11 @@ self.bulkDeleteExpired = async (dryrun, verbose) => {
     const field = fields[0]
     const values = result.expired.slice().map(row => row[field])
     result.failed = await self.bulkDeleteFromDb(field, values, sudo)
+    if (verbose && result.failed.length) {
+      result.failed = result.failed
+        .map(failed => result.expired.find(file => file[fields[0]] === failed))
+    }
   }
-
   return result
 }
 
diff --git a/lolisafe.js b/lolisafe.js
index e52ff64..0a0dece 100644
--- a/lolisafe.js
+++ b/lolisafe.js
@@ -382,15 +382,22 @@ safe.use('/api', api)
 
         temporaryUploadsInProgress = true
         try {
-          const result = await utils.bulkDeleteExpired()
+          const result = await utils.bulkDeleteExpired(false, isDevMode)
 
-          if (result.expired.length) {
-            let logMessage = `Expired uploads: ${result.expired.length} deleted`
-            if (result.failed.length) {
-              logMessage += `, ${result.failed.length} errored`
+          if (result.expired.length || result.failed.length) {
+            if (isDevMode) {
+              let logMessage = `Expired uploads (${result.expired.length}): ${result.expired.map(file => file.name).join(', ')}`
+              if (result.failed.length) {
+                logMessage += `\nErrored (${result.failed.length}): ${result.failed.map(file => file.name).join(', ')}`
+              }
+              logger.debug(logMessage)
+            } else {
+              let logMessage = `Expired uploads: ${result.expired.length} deleted`
+              if (result.failed.length) {
+                logMessage += `, ${result.failed.length} errored`
+              }
+              logger.log(logMessage)
             }
-
-            logger.log(logMessage)
           }
         } catch (error) {
           // Simply print-out errors, then continue
diff --git a/scripts/delete-expired.js b/scripts/delete-expired.js
index 31eaf54..4791899 100644
--- a/scripts/delete-expired.js
+++ b/scripts/delete-expired.js
@@ -31,9 +31,13 @@ const utils = require('../controllers/utilsController')
       console.log(expired)
     }
   }
-
   console.log(`Expired files: ${result.expired.length}`)
+
   if (result.failed) {
+    console.log('WARNING: Some expired files failed to delete!')
+    for (const failed of result.failed) {
+      console.log(failed)
+    }
     console.log(`Failed to delete: ${result.failed.length}`)
   }
 })()