diff --git a/bot/models.py b/bot/models.py
index 6894243..b771058 100644
--- a/bot/models.py
+++ b/bot/models.py
@@ -69,7 +69,7 @@ class JournalEntry(BaseModel):
             "("
             "(((?<=(\.|\!|\?)\s)[A-Z])|(^[A-Z]))" # beginning of a sentence
             "([^\.\!\?])+" # any character being part of a sentence
-            "\:\)" # the smiley
+            "((\:\))|😇|😈)" # the smiley
             "([^\.\!\?])*" # continuation of sentence
             "(\.|\!|\?|\,|$)" # end of the sentence
             ")"
diff --git a/deployment/kustomization.yaml b/deployment/kustomization.yaml
index 15425e4..a3f5aec 100644
--- a/deployment/kustomization.yaml
+++ b/deployment/kustomization.yaml
@@ -6,4 +6,4 @@ resources:
 - ./sealedsecret.yaml
 images:
 - name: mollre/journal-bot
-  newTag: 1.0.56
+  newTag: 1.0.58