diff --git a/.env.example b/.env.example
index 950a475fb..d9d430824 100644
--- a/.env.example
+++ b/.env.example
@@ -35,6 +35,8 @@ NEXT_PRIVATE_OIDC_PROMPT="login"
 NEXT_PUBLIC_WEBAPP_URL="http://localhost:3000"
 # URL used by the web app to request itself (e.g. local background jobs)
 NEXT_PRIVATE_INTERNAL_WEBAPP_URL="http://localhost:3000"
+# OPTIONAL: Comma-separated hostnames or IPs whose webhooks are allowed to resolve to private/loopback addresses. (e.g., internal.example.com,192.168.1.5).
+NEXT_PRIVATE_WEBHOOK_SSRF_BYPASS_HOSTS=
 
 # [[SERVER]]
 # OPTIONAL: The port the server will listen on. Defaults to 3000.
diff --git a/packages/lib/server-only/webhooks/assert-webhook-url.ts b/packages/lib/server-only/webhooks/assert-webhook-url.ts
index 853f231c1..d221b4b59 100644
--- a/packages/lib/server-only/webhooks/assert-webhook-url.ts
+++ b/packages/lib/server-only/webhooks/assert-webhook-url.ts
@@ -6,6 +6,7 @@ import { withTimeout } from '../../utils/timeout';
 import { isPrivateUrl } from './is-private-url';
 
 const ZIpSchema = z.string().ip();
+
 const WEBHOOK_DNS_LOOKUP_TIMEOUT_MS = 250;
 
 type TLookupAddress = {
@@ -26,9 +27,55 @@ const normalizeHostname = (hostname: string) => hostname.toLowerCase().replace(/
 const toAddressUrl = (address: string) =>
   address.includes(':') ? `http://[${address}]` : `http://${address}`;
 
+/**
+ * Parse the NEXT_PRIVATE_WEBHOOK_SSRF_BYPASS_HOSTS environment variable into
+ * a Set of lowercased hostnames/IPs that are allowed to resolve to private
+ * addresses. The Set is built once at module load and never changes.
+ *
+ * Empty or unset = no bypasses (safe default).
+ */
+const webhookSSRFBypassHosts = (): Set<string> => {
+  const raw = process.env['NEXT_PRIVATE_WEBHOOK_SSRF_BYPASS_HOSTS'] ?? '';
+
+  const hosts = new Set<string>();
+
+  for (const entry of raw.split(',')) {
+    const trimmed = entry.trim().toLowerCase();
+
+    if (trimmed.length > 0) {
+      hosts.add(trimmed);
+    }
+  }
+
+  return hosts;
+};
+
+const WEBHOOK_SSRF_BYPASS_HOSTS = webhookSSRFBypassHosts();
+
+/**
+ * Check whether the hostname of the given URL is present in the SSRF bypass
+ * list. Matches against URL.hostname which covers both DNS names and raw IP
+ * addresses uniformly.
+ */
+const isBypassedHost = (url: string): boolean => {
+  if (WEBHOOK_SSRF_BYPASS_HOSTS.size === 0) {
+    return false;
+  }
+
+  try {
+    const hostname = normalizeHostname(new URL(url).hostname);
+
+    return WEBHOOK_SSRF_BYPASS_HOSTS.has(hostname);
+  } catch {
+    return false;
+  }
+};
+
 /**
  * Asserts that a webhook URL does not resolve to a private or loopback
  * address. Throws an AppError with WEBHOOK_INVALID_REQUEST if it does.
+ *
+ * Hosts listed in NEXT_PRIVATE_WEBHOOK_SSRF_BYPASS_HOSTS skip all checks.
  */
 export const assertNotPrivateUrl = async (
   url: string,
@@ -36,6 +83,10 @@ export const assertNotPrivateUrl = async (
     lookup?: TLookupFn;
   },
 ) => {
+  if (isBypassedHost(url)) {
+    return;
+  }
+
   if (isPrivateUrl(url)) {
     throw new AppError(AppErrorCode.WEBHOOK_INVALID_REQUEST, {
       message: 'Webhook URL resolves to a private or loopback address',
@@ -50,6 +101,7 @@ export const assertNotPrivateUrl = async (
     }
 
     const resolveHostname = options?.lookup ?? lookup;
+
     const lookupResult = await withTimeout(
       resolveHostname(hostname, {
         all: true,
diff --git a/turbo.json b/turbo.json
index f1e4cd0ef..216fa8915 100644
--- a/turbo.json
+++ b/turbo.json
@@ -140,6 +140,7 @@
     "E2E_TEST_AUTHENTICATE_USER_PASSWORD",
     "DANGEROUS_BYPASS_RATE_LIMITS",
     "NEXT_PUBLIC_USE_INTERNAL_URL_BROWSERLESS",
-    "NEXT_PRIVATE_OIDC_PROMPT"
+    "NEXT_PRIVATE_OIDC_PROMPT",
+    "NEXT_PRIVATE_WEBHOOK_SSRF_BYPASS_HOSTS"
   ]
 }