diff --git a/techsupport_bot/commands/application.py b/techsupport_bot/commands/application.py
index 5cfca588..a56fd219 100644
--- a/techsupport_bot/commands/application.py
+++ b/techsupport_bot/commands/application.py
@@ -2,6 +2,7 @@
 
 from __future__ import annotations
 
+import datetime
 from enum import Enum
 from typing import TYPE_CHECKING, Self
 
@@ -114,6 +115,13 @@ async def setup(bot: bot.TechSupportBot) -> None:
         description="The ID of the role to ping when a new application is created",
         default="",
     )
+    config.add(
+        key="max_age",
+        datatype="int",
+        title="Max days an application can live",
+        description="After this many days, the system will auto reject the applications.",
+        default=30,
+    )
     await bot.add_cog(ApplicationManager(bot=bot, extension_name="application"))
     await bot.add_cog(ApplicationNotifier(bot=bot, extension_name="application"))
     bot.add_extension_config("application", config)
@@ -927,6 +935,8 @@ async def execute(self: Self, config: munch.Munch, guild: discord.Guild) -> None
                 user = await guild.fetch_member(int(app.applicant_id))
             except discord.NotFound:
                 user = None
+
+            # User who made application left
             if not user:
                 audit_log.append(
                     f"Application by user: `{app.applicant_name}` was rejected because"
@@ -937,6 +947,21 @@ async def execute(self: Self, config: munch.Munch, guild: discord.Guild) -> None
                 ).apply()
                 continue
 
+            # Application has been pending for max_age days
+            max_age_config = config.extensions.application.max_age.value
+            if app.application_time < datetime.datetime.now() - datetime.timedelta(
+                days=max_age_config
+            ):
+                audit_log.append(
+                    f"Application by user: `{user.name}` was rejected since it's been"
+                    f" inactive for {max_age_config} days"
+                )
+                await app.update(
+                    application_status=ApplicationStatus.REJECTED.value
+                ).apply()
+                continue
+
+            # User changed their name
             if user.name != app.applicant_name:
                 audit_log.append(
                     f"Application by user: `{app.applicant_name}` had the stored name"
@@ -948,6 +973,7 @@ async def execute(self: Self, config: munch.Munch, guild: discord.Guild) -> None
                 int(config.extensions.application.application_role.value)
             )
 
+            # User has the helper role
             if role in getattr(user, "roles", []):
                 audit_log.append(
                     f"Application by user: `{user.name}` was approved since they have"
@@ -956,6 +982,7 @@ async def execute(self: Self, config: munch.Munch, guild: discord.Guild) -> None
                 await app.update(
                     application_status=ApplicationStatus.APPROVED.value
                 ).apply()
+
         if audit_log:
             embed = discord.Embed(title="Application manage events")
             for event in audit_log: