telegram you are fucking weird

redditbot.py

@@ -17,7 +17,7 @@ import aiohttp
 import aiocron
 from bs4 import BeautifulSoup
 from telethon import TelegramClient, events
-from telethon.utils import chunks
+from telethon.utils import chunks, is_list_like
 
 with open('config.yaml') as file:
     config_data = yaml.safe_load(file)
@@ -202,6 +202,10 @@ async def main():
                     k = None
                 if not k and len(j) == 1:
                     j = j[0]
+                if is_list_like(j) and is_list_like(k):
+                    if len(j) == 1 and len(k) == 1:
+                        j = j[0]
+                        k = k[0]
                 await client.send_message(chat, j, file=k, link_preview=False)
 
     async def _download_file(filename, url):