diff --git a/src/app/api/metrics/repo-analytics/route.ts b/src/app/api/metrics/repo-analytics/route.ts
index caf5e0946..d2e7e711e 100644
--- a/src/app/api/metrics/repo-analytics/route.ts
+++ b/src/app/api/metrics/repo-analytics/route.ts
@@ -37,7 +37,7 @@ export async function GET(req: NextRequest) {
   const repoUrl = `${GITHUB_API}/repos/${safeRepoPath}`;
   let urlSafe = false;
   try {
-    urlSafe = await isSafeUrl(repoUrl);
+    urlSafe = (await isSafeUrl(repoUrl)).safe;
   } catch {
     urlSafe = false;
   }
diff --git a/src/app/api/webhooks/custom/[id]/deliveries/[deliveryId]/retry/route.ts b/src/app/api/webhooks/custom/[id]/deliveries/[deliveryId]/retry/route.ts
index 017e17328..3f80d01d3 100644
--- a/src/app/api/webhooks/custom/[id]/deliveries/[deliveryId]/retry/route.ts
+++ b/src/app/api/webhooks/custom/[id]/deliveries/[deliveryId]/retry/route.ts
@@ -67,7 +67,7 @@ export async function POST(
     .eq("id", id)
     .single();
 
-  if (!webhookUrl || !(await isSafeUrl(webhookUrl.url))) {
+  if (!webhookUrl || !(await isSafeUrl(webhookUrl.url)).safe) {
     return Response.json(
       { error: "Webhook URL is not allowed. Private, loopback, and internal addresses are blocked." },
       { status: 400 }
diff --git a/src/app/api/webhooks/custom/[id]/route.ts b/src/app/api/webhooks/custom/[id]/route.ts
index 83b04d54e..fe9b78b97 100644
--- a/src/app/api/webhooks/custom/[id]/route.ts
+++ b/src/app/api/webhooks/custom/[id]/route.ts
@@ -110,7 +110,7 @@ export async function PATCH(
           { status: 400 }
         );
       }
-      const safe = await isSafeUrl(body.url);
+      const { safe } = await isSafeUrl(body.url);
       if (!safe) {
         return Response.json(
           { error: "Webhook URL is not allowed. Private, loopback, and internal addresses are blocked." },
diff --git a/src/app/api/webhooks/custom/[id]/test/route.ts b/src/app/api/webhooks/custom/[id]/test/route.ts
index ca30086d9..d2cc0b83e 100644
--- a/src/app/api/webhooks/custom/[id]/test/route.ts
+++ b/src/app/api/webhooks/custom/[id]/test/route.ts
@@ -49,7 +49,7 @@ export async function POST(
     return Response.json({ error: "Failed to decrypt webhook secret" }, { status: 500 });
   }
 
-  const safe = await isSafeUrl(webhook.url);
+  const { safe } = await isSafeUrl(webhook.url);
   if (!safe) {
     return Response.json(
       { error: "Webhook URL is not allowed. Private, loopback, and internal addresses are blocked." },
diff --git a/src/app/api/webhooks/custom/route.ts b/src/app/api/webhooks/custom/route.ts
index 92c4ee14a..981284686 100644
--- a/src/app/api/webhooks/custom/route.ts
+++ b/src/app/api/webhooks/custom/route.ts
@@ -83,7 +83,7 @@ export async function POST(req: NextRequest) {
     );
   }
 
-  const safe = await isSafeUrl(url);
+  const { safe } = await isSafeUrl(url);
   if (!safe) {
     return Response.json(
       { error: "Webhook URL is not allowed. Private, loopback, and internal addresses are blocked." },
diff --git a/src/lib/ssrf-protection.ts b/src/lib/ssrf-protection.ts
index 3547600fd..1fa248a7e 100644
--- a/src/lib/ssrf-protection.ts
+++ b/src/lib/ssrf-protection.ts
@@ -52,11 +52,11 @@ function isPrivateIP(ip: string): boolean {
   return PRIVATE_RANGES.some(({ start, end }) => num >= start && num <= end);
 }
 
-export async function isSafeUrl(url: string): Promise<boolean> {
+export async function isSafeUrl(url: string): Promise<{ safe: boolean; ip?: string }> {
   try {
     const parsed = new URL(url);
     if (parsed.protocol !== "http:" && parsed.protocol !== "https:") {
-      return false;
+      return { safe: false };
     }
 
     const hostname = parsed.hostname;
@@ -67,11 +67,11 @@ export async function isSafeUrl(url: string): Promise<boolean> {
 
     // Block localhost/unspecified/loopback hostnames before DNS resolution
     if (hostname === "localhost" || ipToCheck === "0.0.0.0" || ipToCheck === "::1") {
-      return false;
+      return { safe: false };
     }
 
     if (net.isIP(ipToCheck)) {
-      return !isPrivateIP(ipToCheck);
+      return { safe: !isPrivateIP(ipToCheck), ip: ipToCheck };
     }
 
     const addresses: string[] = [];
@@ -82,22 +82,22 @@ export async function isSafeUrl(url: string): Promise<boolean> {
         addresses.push(...lookupResults.map((r) => r.address));
       }
     } catch {
-      return false;
+      return { safe: false };
     }
 
     if (addresses.length === 0) {
-      return false;
+      return { safe: false };
     }
 
     for (const addr of addresses) {
       if (isPrivateIP(addr)) {
-        return false;
+        return { safe: false };
       }
     }
 
-    return true;
+    return { safe: true, ip: addresses[0] };
   } catch {
-    return false;
+    return { safe: false };
   }
 }
 
diff --git a/src/lib/webhooks.ts b/src/lib/webhooks.ts
index 214d80b2f..3969a439b 100644
--- a/src/lib/webhooks.ts
+++ b/src/lib/webhooks.ts
@@ -80,8 +80,8 @@ export async function dispatchWebhook(
   const signature = signPayload(payloadString, secret);
 
   const { isSafeUrl } = await import("./ssrf-protection");
-  const safe = await isSafeUrl(webhook.url);
-  if (!safe) {
+  const { safe, ip } = await isSafeUrl(webhook.url);
+  if (!safe || !ip) {
     const errorMessage = "SSRF protection: blocked request to private/internal address";
     await supabaseAdmin.from("webhook_deliveries").insert({
       webhook_id: webhookId,
@@ -97,13 +97,18 @@ export async function dispatchWebhook(
   let errorMessage: string | undefined;
 
   try {
-    const response = await fetch(webhook.url, {
+    const originalUrl = new URL(webhook.url);
+    const fetchUrl = new URL(webhook.url);
+    fetchUrl.hostname = ip;
+
+    const response = await fetch(fetchUrl.toString(), {
   method: "POST",
   headers: {
     "Content-Type": "application/json",
     "X-Webhook-Signature": `sha256=${signature}`,
     "X-Webhook-Event": event,
     "X-Webhook-Delivery-Id": webhookId,
+    "Host": originalUrl.host,
   },
   body: payloadString,
   signal: AbortSignal.timeout(10000),
@@ -117,7 +122,7 @@ if ([301, 302, 303, 307, 308].includes(response.status)) {
     throw new Error("Redirect response missing location header");
   }
 
-  const redirectSafe = await isSafeUrl(location);
+  const { safe: redirectSafe } = await isSafeUrl(location);
 
   if (!redirectSafe) {
     throw new Error(
diff --git a/test/webhooks.test.ts b/test/webhooks.test.ts
index ec8e1053b..98f039dc9 100644
--- a/test/webhooks.test.ts
+++ b/test/webhooks.test.ts
@@ -27,7 +27,7 @@ describe("Webhooks Module", () => {
   beforeEach(() => {
     vi.clearAllMocks();
     // Setup default mocks
-    vi.mocked(ssrfModule.isSafeUrl).mockResolvedValue(true);
+    vi.mocked(ssrfModule.isSafeUrl).mockResolvedValue({ safe: true, ip: '1.1.1.1' });
     vi.mocked(cryptoModule.encryptToken).mockReturnValue({ encrypted: "enc_key", iv: "iv_value" });
     vi.mocked(cryptoModule.decryptToken).mockReturnValue("decrypted_secret");
     vi.mocked(supabaseAdmin.from).mockReturnValue({
@@ -399,7 +399,7 @@ describe("Webhooks Module", () => {
     });
 
     it("should block SSRF attacks", async () => {
-      vi.mocked(ssrfModule.isSafeUrl).mockResolvedValue(false);
+      vi.mocked(ssrfModule.isSafeUrl).mockResolvedValue({ safe: false });
       const result = await dispatchWebhook("webhook_123", "goal.completed", {});
       expect(result.success).toBe(false);
       expect(result.error).toContain("SSRF");