diff --git a/CHANGELOG.md b/CHANGELOG.md
index b3d26e7bb..94969799b 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -4,6 +4,7 @@ v2.5.9 (FUTURE)
 
 * [#2933](https://github.com/digitalocean/netbox/issues/2933) - Add username to outbound webhook requests
 * [#3011](https://github.com/digitalocean/netbox/issues/3011) - Add SSL support for django-rq (requires django-rq v1.3.1+)
+* [#3025](https://github.com/digitalocean/netbox/issues/3025) - Add request ID to outbound webhook requests (for correlating all changes part of a single request)
 
 ## Bug Fixes
 
diff --git a/netbox/extras/middleware.py b/netbox/extras/middleware.py
index de0b0ef68..be878918b 100644
--- a/netbox/extras/middleware.py
+++ b/netbox/extras/middleware.py
@@ -37,7 +37,7 @@ def _record_object_deleted(request, instance, **kwargs):
     if hasattr(instance, 'log_change'):
         instance.log_change(request.user, request.id, OBJECTCHANGE_ACTION_DELETE)
 
-    enqueue_webhooks(instance, request.user, OBJECTCHANGE_ACTION_DELETE)
+    enqueue_webhooks(instance, request.user, request.id, OBJECTCHANGE_ACTION_DELETE)
 
 
 class ObjectChangeMiddleware(object):
@@ -83,7 +83,7 @@ class ObjectChangeMiddleware(object):
                 obj.log_change(request.user, request.id, action)
 
             # Enqueue webhooks
-            enqueue_webhooks(obj, request.user, action)
+            enqueue_webhooks(obj, request.user, request.id, action)
 
         # Housekeeping: 1% chance of clearing out expired ObjectChanges
         if _thread_locals.changed_objects and settings.CHANGELOG_RETENTION and random.randint(1, 100) == 1:
diff --git a/netbox/extras/webhooks.py b/netbox/extras/webhooks.py
index 07233892c..1ad050866 100644
--- a/netbox/extras/webhooks.py
+++ b/netbox/extras/webhooks.py
@@ -9,7 +9,7 @@ from utilities.api import get_serializer_for_model
 from .constants import WEBHOOK_MODELS
 
 
-def enqueue_webhooks(instance, user, action):
+def enqueue_webhooks(instance, user, request_id, action):
     """
     Find Webhook(s) assigned to this instance + action and enqueue them
     to be processed
@@ -48,5 +48,6 @@ def enqueue_webhooks(instance, user, action):
                 instance._meta.model_name,
                 action,
                 str(datetime.datetime.now()),
-                user.username
+                user.username,
+                request_id
             )
diff --git a/netbox/extras/webhooks_worker.py b/netbox/extras/webhooks_worker.py
index 13805c77d..45d996f9b 100644
--- a/netbox/extras/webhooks_worker.py
+++ b/netbox/extras/webhooks_worker.py
@@ -10,7 +10,7 @@ from extras.constants import WEBHOOK_CT_JSON, WEBHOOK_CT_X_WWW_FORM_ENCODED, OBJ
 
 
 @job('default')
-def process_webhook(webhook, data, model_name, event, timestamp, username):
+def process_webhook(webhook, data, model_name, event, timestamp, username, request_id):
     """
     Make a POST request to the defined Webhook
     """
@@ -19,6 +19,7 @@ def process_webhook(webhook, data, model_name, event, timestamp, username):
         'timestamp': timestamp,
         'model': model_name,
         'username': username,
+        'request_id': request_id,
         'data': data
     }
     headers = {