diff --git a/src/instawebhooks/__main__.py b/src/instawebhooks/__main__.py
index baaf657..2832301 100644
--- a/src/instawebhooks/__main__.py
+++ b/src/instawebhooks/__main__.py
@@ -8,7 +8,7 @@
 from datetime import datetime, timedelta
 from itertools import dropwhile, takewhile
 from time import sleep
-from typing import Dict
+from typing import Dict, List
 
 from .parser import parser
 
@@ -32,6 +32,7 @@
     level=logging.INFO,
 )
 
+
 args = parser.parse_args()
 
 # Set the logger to debug if verbose is enabled
@@ -148,7 +149,7 @@ async def send_to_discord(post: Post):
     logger.info("New post sent to Discord successfully.")
 
 
-async def check_for_new_posts():
+async def check_for_new_posts(catchup: int = args.catchup):
     """Check for new Instagram posts and send them to Discord"""
 
     logger.info("Checking for new posts")
@@ -162,12 +163,27 @@ async def check_for_new_posts():
 
     new_posts_found = False
 
+    async def send_post(post: Post):
+        logger.info("New post found: https://www.instagram.com/p/%s", post.shortcode)
+        await send_to_discord(post)
+
+    if catchup > 0:
+        logger.info("Sending last %s posts on startup...", catchup)
+        posts_to_send: List[Post] = []
+        for post in takewhile(lambda _: catchup > 0, posts):
+            posts_to_send.append(post)
+            catchup -= 1
+
+        # Reverse the posts to send oldest first
+        for post in reversed(posts_to_send):
+            await send_post(post)
+            sleep(2)  # Avoid 30 requests per minute rate limit
+
     for post in takewhile(
         lambda p: p.date > until, dropwhile(lambda p: p.date > since, posts)
     ):
         new_posts_found = True
-        logger.info("New post found: https://www.instagram.com/p/%s", post.shortcode)
-        await send_to_discord(post)
+        await send_post(post)
         sleep(2)  # Avoid 30 requests per minute rate limit
 
     if not new_posts_found:
diff --git a/src/instawebhooks/parser.py b/src/instawebhooks/parser.py
index 8753c1a..7f153a2 100644
--- a/src/instawebhooks/parser.py
+++ b/src/instawebhooks/parser.py
@@ -44,6 +44,13 @@ def closure_check_regex(arg_value: str):
 )
 group.add_argument("-q", "--quiet", help="hide all logging", action="store_true")
 group.add_argument("-v", "--verbose", help="show debug logging", action="store_true")
+parser.add_argument(
+    "-p",
+    "--catchup",
+    help="send the last latest posts on startup regardless of time",
+    type=int,
+    default=0,
+)
 parser.add_argument(
     "-i",
     "--refresh-interval",