diff --git a/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentTable.kt b/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentTable.kt
index c9b706f4f0..f473c42639 100644
--- a/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentTable.kt
+++ b/app/src/main/java/org/thoughtcrime/securesms/database/AttachmentTable.kt
@@ -1001,6 +1001,10 @@ class AttachmentTable(
       values.put(REMOTE_IV, iv)
       values.put(REMOTE_DIGEST, digest)
 
+      if (digestChanged) {
+        values.put(UPLOAD_TIMESTAMP, 0)
+      }
+
       db.update(TABLE_NAME)
         .values(values)
         .where("$ID = ?", attachmentId.id)