diff --git a/commands/gatekeep.py b/commands/gatekeep.py
index 115742e..9c6bdab 100644
--- a/commands/gatekeep.py
+++ b/commands/gatekeep.py
@@ -15,6 +15,9 @@ from naff import (
     Member,
     File,
     SlashCommandChoice,
+    Button,
+    ButtonStyles,
+    Embed,
 )
 from naff.api import events
 from naff.models.discord.enums import Permissions
@@ -312,6 +315,12 @@ class Gatekeep(Extension):
                     File(bio_image, file_name="captcha.png"),
                     File(bio_audio, file_name="captcha.wav"),
                 ],
+                components=Button(
+                    label="Regenerate",
+                    emoji="🔃",
+                    style=ButtonStyles.GRAY,
+                    custom_id=f"gatekeep-captcha-regenerate:{member.id}",
+                ),
             )
             return
 
@@ -322,7 +331,73 @@ class Gatekeep(Extension):
                 File(bio_image, file_name="captcha.png"),
                 File(bio_audio, file_name="captcha.wav"),
             ],
+            components=Button(
+                label="Regenerate",
+                emoji="🔃",
+                style=ButtonStyles.GRAY,
+                custom_id=f"gatekeep-captcha-regenerate:{member.id}",
+            ),
         )
+    
+    @listen(events.Button)
+    async def on_regenerate_button(self, button: events.Button):
+        ctx = button.context
+        member = ctx.author
+
+        if (
+            not ctx.custom_id.startswith("gatekeep-captcha-regenerate:")
+            or not len(ctx.custom_id.split(":")) == 2
+        ):
+            return
+
+        if ctx.author.id != int(ctx.custom_id.split(":")[1]):
+            await ctx.send("You are not the owner of this captcha.", ephemeral=True)
+            return
+
+        gkc: GatekeepCaptchasModel
+        gkc = GatekeepCaptchasModel.get_or_none(
+            guild_id=ctx.guild.id, user_id=ctx.author.id
+        )
+
+        if gkc is None:
+            await ctx.send("You have no captcha to regenerate.", ephemeral=True)
+            return
+
+
+        image = ImageCaptcha(width=240, height=90)
+        audio = AudioCaptcha()
+        captcha_text = "".join([random.choice(string.digits) for _ in range(7)])
+        gkc.captcha = captcha_text
+        gkc.save()
+
+        bio_image = BytesIO()
+        bio_audio = BytesIO()
+        image.write(captcha_text, bio_image, format="png")
+        bio_audio.write(audio.generate(captcha_text))
+        bio_image.seek(0)
+        bio_audio.seek(0)
+
+        msg = await ctx.send(
+            f"The server *{member.guild.name}* requires users to complete a captcha to join.\n"
+            "You can complete it by sending the command `/captcha <text>` in the server",
+            files=[
+                File(bio_image, file_name="captcha.png"),
+                File(bio_audio, file_name="captcha.wav"),
+            ],
+            components=Button(
+                label="Regenerate",
+                emoji="🔃",
+                style=ButtonStyles.GRAY,
+                custom_id=f"gatekeep-captcha-regenerate:{member.id}",
+            ),
+        )
+
+        if msg is not None:
+            await ctx.message.delete()
+
+
+        
+        
 
 
 def setup(client: Client):