diff --git a/main.py b/main.py
index 3a603f6..d598d59 100644
--- a/main.py
+++ b/main.py
@@ -6,6 +6,7 @@
 import os
 from datetime import datetime
 import logging
+import time
 import requests
 import boto3
 import nextcord
@@ -19,6 +20,7 @@
 S3_CLIENT = None
 SIGNING_KEY = None
 
+
 class ConfigurationError(Exception):
     def __init__(self, message):
         super().__init__(message)
@@ -102,13 +104,18 @@ def extract_message(message):
     # process any attachments/files
     for attach in message.attachments:
         # Download file
-        resp = requests.get(attach.url, timeout=30)
-        resp.raise_for_status()
+        content = bytearray()
+        try:
+            resp = requests.get(attach.url, timeout=30)
+            resp.raise_for_status()
+            content = resp.content
+        except requests.exceptions.HTTPError:
+            print('Unable to download attachment')
 
         attachments.append({
             'type': attach.content_type,
             'origin_name': attach.filename,
-            'content': base64.b64encode(resp.content).decode()
+            'content': base64.b64encode(content).decode()
         })
 
     backup_msg = {
@@ -559,27 +566,35 @@ async def on_ready():
         generate_directory_file(client.get_all_channels(), datetime.now())
 
         # Backup channels
+        max_attempts = 3
         for channel in target_channels:
-            # Only interested in text channels
-            if not isinstance(channel, nextcord.TextChannel):
-                continue
-
-            print(f'Backing up Channel {channel.name} on {channel.guild.name}')
-
-            # Backup channels
-            last_msg_id = await get_last_message_id(channel)
-            new_last_msg_id = await backup_channel(channel, last_msg_id)
-            if new_last_msg_id is not None:
-                await set_last_message_id(channel, new_last_msg_id)
-
-            # Backup threads in channel
-            for thread in channel.threads:
-                print(f'Backing up Thread {thread.id} in Channel {channel.name} on {channel.guild.name}')
-
-                last_msg_id = await get_last_message_id(thread)
-                new_last_msg_id = await backup_channel(thread, last_msg_id)
-                if new_last_msg_id is not None:
-                    await set_last_message_id(thread, new_last_msg_id)
+            for attempt in range(1, max_attempts + 1):
+                try:
+                    # Only interested in text channels
+                    if not isinstance(channel, nextcord.TextChannel):
+                        continue
+
+                    print(f'Backing up Channel {channel.name} on {channel.guild.name}')
+
+                    # Backup channels
+                    last_msg_id = await get_last_message_id(channel)
+                    new_last_msg_id = await backup_channel(channel, last_msg_id)
+                    if new_last_msg_id is not None:
+                        await set_last_message_id(channel, new_last_msg_id)
+
+                    # Backup threads in channel
+                    for thread in channel.threads:
+                        print(f'Backing up Thread {thread.id} in Channel {channel.name} on {channel.guild.name}')
+
+                        last_msg_id = await get_last_message_id(thread)
+                        new_last_msg_id = await backup_channel(thread, last_msg_id)
+                        if new_last_msg_id is not None:
+                            await set_last_message_id(thread, new_last_msg_id)
+                except Exception as e:  # pylint: disable=W0718
+                    wait_time = attempt * 5
+                    print(f'\tAttempt {attempt} failed ({e}), retrying in {wait_time} seconds...')
+                    time.sleep(wait_time)
+            print("\tMax retries reached. Function execution failed.")
 
         # Quit when done
         print('Notifying the heartbeat check...')