diff --git a/pages/integrations/index.tsx b/pages/integrations/index.tsx
index 3e8169b37d..3338f553a6 100644
--- a/pages/integrations/index.tsx
+++ b/pages/integrations/index.tsx
@@ -1,9 +1,16 @@
-import { PencilAltIcon, TrashIcon } from "@heroicons/react/outline";
+import {
+  PencilAltIcon,
+  SwitchHorizontalIcon,
+  TrashIcon,
+  ChevronDownIcon,
+  ChevronUpIcon,
+} from "@heroicons/react/outline";
 import { ClipboardIcon } from "@heroicons/react/solid";
 import { WebhookTriggerEvents } from "@prisma/client";
+import { Collapsible, CollapsibleContent, CollapsibleTrigger } from "@radix-ui/react-collapsible";
 import Image from "next/image";
-import { useState } from "react";
-import { Controller, useForm } from "react-hook-form";
+import React, { useState } from "react";
+import { Controller, useForm, useWatch } from "react-hook-form";
 import { useMutation } from "react-query";
 
 import { QueryCell } from "@lib/QueryCell";
@@ -113,6 +120,60 @@ function WebhookListItem(props: { webhook: TWebhook; onEditWebhook: () => void }
   );
 }
 
+function WebhookTestDisclosure() {
+  const subscriberUrl: string = useWatch({ name: "subscriberUrl" });
+  const { t } = useLocale();
+  const [open, setOpen] = useState(false);
+  const mutation = trpc.useMutation("viewer.webhook.testTrigger", {
+    onError(err) {
+      showToast(err.message, "error");
+    },
+  });
+
+  return (
+    <Collapsible open={open} onOpenChange={() => setOpen(!open)}>
+      <CollapsibleTrigger type="button" className={"cursor-pointer flex w-full text-sm"}>
+        {t("webhook_test")}{" "}
+        {open ? (
+          <ChevronUpIcon className="w-5 h-5 text-gray-700" />
+        ) : (
+          <ChevronDownIcon className="w-5 h-5 text-gray-700" />
+        )}
+      </CollapsibleTrigger>
+      <CollapsibleContent>
+        <InputGroupBox className="px-0 space-y-0 border-0">
+          <div className="flex justify-between p-2 bg-gray-50">
+            <h3 className="self-center text-gray-700">{t("webhook_response")}</h3>
+            <Button
+              StartIcon={SwitchHorizontalIcon}
+              type="button"
+              color="minimal"
+              disabled={mutation.isLoading}
+              onClick={() => mutation.mutate({ url: subscriberUrl, type: "PING" })}>
+              {t("ping_test")}
+            </Button>
+          </div>
+          <div className="p-2 text-gray-500 border-8 border-gray-50">
+            {!mutation.data && <em>{t("no_data_yet")}</em>}
+            {mutation.status === "success" && (
+              <>
+                <div
+                  className={classNames(
+                    "px-2 py-1 w-max text-xs ml-auto",
+                    mutation.data.status === 200 ? "text-green-500 bg-green-50" : "text-red-500 bg-red-50"
+                  )}>
+                  {mutation.data.status === 200 ? t("success") : t("failed")}
+                </div>
+                <pre className="overflow-x-auto">{JSON.stringify(mutation.data, null, 4)}</pre>
+              </>
+            )}
+          </div>
+        </InputGroupBox>
+      </CollapsibleContent>
+    </Collapsible>
+  );
+}
+
 function WebhookDialogForm(props: {
   //
   defaultValues?: TWebhook;
@@ -133,6 +194,7 @@ function WebhookDialogForm(props: {
   const form = useForm({
     defaultValues,
   });
+
   return (
     <Form
       data-testid="WebhookDialogForm"
@@ -209,6 +271,7 @@ function WebhookDialogForm(props: {
           ))}
         </InputGroupBox>
       </fieldset>
+      <WebhookTestDisclosure />
       <DialogFooter>
         <Button type="button" color="secondary" onClick={props.handleClose} tabIndex={-1}>
           {t("cancel")}
diff --git a/public/static/locales/en/common.json b/public/static/locales/en/common.json
index 11e854a7ed..6f0338f13a 100644
--- a/public/static/locales/en/common.json
+++ b/public/static/locales/en/common.json
@@ -45,11 +45,15 @@
   "webhook_status": "Webhook Status",
   "webhook_enabled": "Webhook Enabled",
   "webhook_disabled": "Webhook Disabled",
+  "webhook_response": "Webhook response",
+  "webhook_test": "Webhook test",
   "manage_your_webhook": "Manage your webhook",
   "webhook_created_successfully": "Webhook created successfully!",
   "webhook_updated_successfully": "Webhook updated successfully!",
   "webhook_removed_successfully": "Webhook removed successfully!",
   "dismiss": "Dismiss",
+  "no_data_yet": "No data yet",
+  "ping_test": "Ping test",
   "add_to_homescreen": "Add this app to your home screen for faster access and improved experience.",
   "upcoming": "Upcoming",
   "past": "Past",
@@ -169,6 +173,7 @@
   "whoops": "Whoops",
   "login": "Login",
   "success": "Success",
+  "failed": "Failed",
   "password_has_been_reset_login": "Your password has been reset. You can now login with your newly created password.",
   "unexpected_error_try_again": "An unexpected error occurred. Try again.",
   "back_to_bookings": "Back to bookings",
diff --git a/server/routers/viewer.tsx b/server/routers/viewer.tsx
index 03e3455cd7..fdb35b929f 100644
--- a/server/routers/viewer.tsx
+++ b/server/routers/viewer.tsx
@@ -13,6 +13,7 @@ import { TRPCError } from "@trpc/server";
 
 import { createProtectedRouter, createRouter } from "../createRouter";
 import { resizeBase64Image } from "../lib/resizeBase64Image";
+import { webhookRouter } from "./viewer/webhook";
 
 const checkUsername =
   process.env.NEXT_PUBLIC_APP_URL === "https://cal.com" ? checkPremiumUsername : checkRegularUsername;
@@ -383,4 +384,7 @@ const loggedInViewerRouter = createProtectedRouter()
     },
   });
 
-export const viewerRouter = createRouter().merge(publicViewerRouter).merge(loggedInViewerRouter);
+export const viewerRouter = createRouter()
+  .merge(publicViewerRouter)
+  .merge(loggedInViewerRouter)
+  .merge("webhook.", webhookRouter);
diff --git a/server/routers/viewer/webhook.tsx b/server/routers/viewer/webhook.tsx
new file mode 100644
index 0000000000..07b6a9fed9
--- /dev/null
+++ b/server/routers/viewer/webhook.tsx
@@ -0,0 +1,58 @@
+import { z } from "zod";
+
+import { getErrorFromUnknown } from "@lib/errors";
+
+import { createProtectedRouter } from "@server/createRouter";
+
+export const webhookRouter = createProtectedRouter().mutation("testTrigger", {
+  input: z.object({
+    url: z.string().url(),
+    type: z.string(),
+  }),
+  async resolve({ input }) {
+    const { url, type } = input;
+
+    const responseBodyMocks: Record<"PING", unknown> = {
+      PING: {
+        triggerEvent: "PING",
+        createdAt: new Date().toISOString(),
+        payload: {
+          type: "Test",
+          title: "Test trigger event",
+          description: "",
+          startTime: new Date().toISOString(),
+          endTime: new Date().toISOString(),
+          organizer: {
+            name: "Cal",
+            email: "",
+            timeZone: "Europe/London",
+          },
+        },
+      },
+    };
+
+    const body = responseBodyMocks[type as "PING"];
+    if (!body) {
+      throw new Error(`Unknown type '${type}'`);
+    }
+
+    try {
+      const res = await fetch(url, {
+        method: "POST",
+        // [...]
+        body: JSON.stringify(body),
+      });
+      const text = await res.text();
+      return {
+        status: res.status,
+        message: text,
+      };
+    } catch (_err) {
+      const err = getErrorFromUnknown(_err);
+      return {
+        status: 500,
+        message: err.message,
+      };
+    }
+  },
+});