diff --git a/tlapbot/db.py b/tlapbot/db.py
index 90e61f2..cc2d443 100644
--- a/tlapbot/db.py
+++ b/tlapbot/db.py
@@ -110,7 +110,7 @@ def refresh_milestones():
                 )
                 if cursor.fetchone() is None:
                     cursor.execute(
-                        "INSERT INTO milestones(name, progress, goal) VALUES(?, 0, ?)",
+                        "INSERT INTO milestones(name, progress, goal, complete) VALUES(?, 0, ?, FALSE)",
                         (redeem, redeem_info['goal'])
                     )
         db.commit()
diff --git a/tlapbot/owncast_helpers.py b/tlapbot/owncast_helpers.py
index 1dc99f2..1cbd741 100644
--- a/tlapbot/owncast_helpers.py
+++ b/tlapbot/owncast_helpers.py
@@ -214,8 +214,7 @@ def add_to_milestone(db, user_id, redeem_name, points_donated):
             current_app.logger.warning("Maybe you forgot to run the refresh-milestones CLI command "
                                        "after you added a new milestone to the config?")
             return False
-        progress = row[0]
-        goal = row[1]
+        progress, goal = row
         if progress + points_donated > goal:
             points_donated = goal - progress
         if use_points(db, user_id, points_donated):
@@ -230,6 +229,46 @@ def add_to_milestone(db, user_id, redeem_name, points_donated):
     return False
 
 
+def milestone_complete(db, redeem_name):
+    try:
+        cursor = db.execute(
+            "SELECT complete FROM milestones WHERE name = ?",
+            (redeem_name,)
+        )
+        row = cursor.fetchone()
+        if row is None:
+            current_app.logger.warning("Milestone not found in database.")
+            current_app.logger.warning("Maybe you forgot to run the refresh-milestones CLI command "
+                                       "after you added a new milestone to the config?")
+        return row[0]
+    except Error as e:
+        current_app.logger.error(f"Error occured checking if milestone is complete: {e.args[0]}")
+
+
+def check_apply_milestone_completion(db, redeem_name):
+    try:
+        cursor = db.execute(
+            "SELECT progress, goal FROM milestones WHERE name = ?",
+            (redeem_name,)
+        )
+        row = cursor.fetchone()
+        if row is None:
+            current_app.logger.warning("Milestone not found in database.")
+            current_app.logger.warning("Maybe you forgot to run the refresh-milestones CLI command "
+                                       "after you added a new milestone to the config?")
+        progress, goal = row
+        if progress == goal:
+            cursor = db.execute(
+                "UPDATE milestones SET complete = TRUE WHERE name = ?",
+                (redeem_name,)
+            )
+            return True
+        return False
+    except Error as e:
+        current_app.logger.error(f"Error occured applying milestone completion: {e.args[0]}")
+        return False
+
+
 def all_milestones(db):
     try:
         cursor = db.execute(
diff --git a/tlapbot/redeems_handler.py b/tlapbot/redeems_handler.py
index e7b6679..4eb15d6 100644
--- a/tlapbot/redeems_handler.py
+++ b/tlapbot/redeems_handler.py
@@ -47,7 +47,9 @@ def handle_redeem(message, user_id):
         else:
             send_chat(f"Redeeming {redeem} failed.")
     elif redeem_type == "milestone":
-        if not note:
+        if milestone_complete(db, redeem):
+            send_chat(f"Can't redeem {redeem}, that milestone was already completed!")
+        elif not note:
             send_chat(f"Cannot redeem {redeem}, no amount of points specified.")
         elif not note.isdigit():
             send_chat(f"Cannot redeem {redeem}, amount of points is not an integer.")
@@ -55,5 +57,7 @@ def handle_redeem(message, user_id):
             send_chat(f"Can't redeem {redeem}, you don't have enough points.")
         elif add_to_milestone(db, user_id, redeem, int(note)):
             send_chat(f"Succesfully donated to {redeem} milestone!")
+            if check_apply_milestone_completion(db, redeem):
+                send_chat(f"Milestone goal {redeem} complete!")
     else:
         send_chat(f"{redeem} not redeemed, type of redeem not found.")
diff --git a/tlapbot/schema.sql b/tlapbot/schema.sql
index f308945..4eb4dab 100644
--- a/tlapbot/schema.sql
+++ b/tlapbot/schema.sql
@@ -12,7 +12,8 @@ CREATE TABLE milestones (
   id INTEGER PRIMARY KEY AUTOINCREMENT,
   name TEXT NOT NULL,
   progress INTEGER NOT NULL,
-  goal INTEGER NOT NULL
+  goal INTEGER NOT NULL,
+  complete BOOLEAN NOT NULL
 );
 
 CREATE TABLE counters (