diff --git a/nomen/notifications.py b/nomen/notifications.py
index de3cfc2..4057ba7 100644
--- a/nomen/notifications.py
+++ b/nomen/notifications.py
@@ -287,6 +287,18 @@ class Notifications(Cog):
                 elif not to_clear:
                     return await ctx.send("Canceled", delete_after=10)
 
+            if any(c in keyword for c in ["“", "”", "‘", "’"]):
+                to_clear = await confirm(
+                    ctx,
+                    "Are you sure you want to add a keyword containing smart punctuation (aka fancy quotes)? (Reply with yes/no)\n**Note:** Smart punctuation **will frequently prevent keywords from working**.\nIf you are on an Apple device, go to your keyboard settings and disable 'Smart Punctuation'.",
+                    True,
+                )
+
+                if to_clear is None:
+                    return await ctx.send("Timed out or received an invalid response", delete_after=10)
+                elif not to_clear:
+                    return await ctx.send("Canceled", delete_after=10)
+
             await self.add_keyword(ctx.guild.id, ctx.author.id, keyword, False)
         except KeywordError as e:
             await e.send(ctx)