diff --git a/skyvern/forge/agent.py b/skyvern/forge/agent.py
index 235ea599..1c00d482 100644
--- a/skyvern/forge/agent.py
+++ b/skyvern/forge/agent.py
@@ -3397,7 +3397,7 @@ class ForgeAgent:
                 "Sending task response to webhook callback url",
                 task_id=task.task_id,
                 webhook_callback_url=task.webhook_callback_url,
-                payload=signed_data.signed_payload,
+                payload=signed_data.payload_for_log,
                 headers=signed_data.headers,
             )
 
diff --git a/skyvern/forge/sdk/core/security.py b/skyvern/forge/sdk/core/security.py
index 5b63cfb5..f93ea94c 100644
--- a/skyvern/forge/sdk/core/security.py
+++ b/skyvern/forge/sdk/core/security.py
@@ -59,18 +59,29 @@ def generate_skyvern_signature(
     return hash_obj.hexdigest()
 
 
+MAX_WEBHOOK_PAYLOAD_LOG_SIZE = 8000  # ~8KB – keeps Datadog log entries manageable
+
+
 @dataclass
 class WebhookSignature:
     timestamp: str
     signature: str
     signed_payload: str
     headers: dict[str, str]
+    # Truncated version of signed_payload safe for logging
+    payload_for_log: str
 
 
 def generate_skyvern_webhook_signature(payload: dict, api_key: str) -> WebhookSignature:
     payload_str = _normalize_json_dumps(payload)
     signature = generate_skyvern_signature(payload=payload_str, api_key=api_key)
     timestamp = str(int(datetime.utcnow().timestamp()))
+    if len(payload_str) > MAX_WEBHOOK_PAYLOAD_LOG_SIZE:
+        payload_for_log = (
+            payload_str[:MAX_WEBHOOK_PAYLOAD_LOG_SIZE] + f"... (truncated, original size: {len(payload_str)})"
+        )
+    else:
+        payload_for_log = payload_str
     return WebhookSignature(
         timestamp=timestamp,
         signature=signature,
@@ -80,4 +91,5 @@ def generate_skyvern_webhook_signature(payload: dict, api_key: str) -> WebhookSi
             "x-skyvern-signature": signature,
             "Content-Type": "application/json",
         },
+        payload_for_log=payload_for_log,
     )
diff --git a/skyvern/forge/sdk/workflow/service.py b/skyvern/forge/sdk/workflow/service.py
index f6d29d9a..8fb3891d 100644
--- a/skyvern/forge/sdk/workflow/service.py
+++ b/skyvern/forge/sdk/workflow/service.py
@@ -3176,7 +3176,7 @@ class WorkflowService:
             workflow_id=workflow_id,
             workflow_run_id=workflow_run.workflow_run_id,
             webhook_callback_url=workflow_run.webhook_callback_url,
-            payload=signed_data.signed_payload,
+            payload=signed_data.payload_for_log,
             headers=signed_data.headers,
         )
         try:
@@ -3204,7 +3204,7 @@ class WorkflowService:
                     "Webhook failed",
                     workflow_id=workflow_id,
                     workflow_run_id=workflow_run.workflow_run_id,
-                    webhook_data=signed_data.signed_payload,
+                    webhook_data=signed_data.payload_for_log,
                     resp=resp,
                     resp_code=resp.status_code,
                     resp_text=resp.text,