diff --git a/CHANGELOG.md b/CHANGELOG.md
index 44d267999..557093bb7 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -14,6 +14,7 @@ and this project adheres to [Semantic Versioning](https://semver.org/spec/v2.0.0
 - Added `wa_user_created` PostHog event fired on successful user sign-up. [#933](https://github.com/sourcebot-dev/sourcebot/pull/933)
 - Added `wa_askgh_login_wall_prompted` PostHog event fired when an unauthenticated user attempts to ask a question on Ask GitHub. [#933](https://github.com/sourcebot-dev/sourcebot/pull/933)
 - Added Bitbucket Server (Data Center) OAuth 2.0 SSO identity provider support (`provider: "bitbucket-server"`). [#934](https://github.com/sourcebot-dev/sourcebot/pull/934)
+- Added `wa_askgh_repo_index_triggered` PostHog event fired when a user triggers a new repo to be indexed in Ask GitHub. [#936](https://github.com/sourcebot-dev/sourcebot/pull/936)
 
 ### Changed
 - Hide version upgrade toast for askgithub deployment (`EXPERIMENT_ASK_GH_ENABLED`). [#931](https://github.com/sourcebot-dev/sourcebot/pull/931)
diff --git a/packages/web/src/app/[domain]/askgh/[owner]/[repo]/components/repoIndexedGuard.tsx b/packages/web/src/app/[domain]/askgh/[owner]/[repo]/components/repoIndexedGuard.tsx
index 863f9b284..68c7b6b9b 100644
--- a/packages/web/src/app/[domain]/askgh/[owner]/[repo]/components/repoIndexedGuard.tsx
+++ b/packages/web/src/app/[domain]/askgh/[owner]/[repo]/components/repoIndexedGuard.tsx
@@ -1,11 +1,12 @@
 'use client';
 
+import { captureEvent } from "@/hooks/useCaptureEvent";
 import { ServiceError } from "@/lib/serviceError";
 import { unwrapServiceError } from "@/lib/utils";
 import { useQuery } from "@tanstack/react-query";
 import { Loader2 } from "lucide-react";
 import { usePrevious } from "@uidotdev/usehooks";
-import { useEffect } from "react";
+import { useEffect, useRef } from "react";
 import { useBrowserNotification } from "@/hooks/useBrowserNotification";
 import { RepoInfo } from "../types";
 
@@ -13,11 +14,25 @@ const REINDEX_INTERVAL_MS = 2000;
 
 interface Props {
     initialRepoInfo: RepoInfo;
+    isNewlyTriggered: boolean;
+    repoFullName: string;
     children: React.ReactNode;
 }
 
-export function RepoIndexedGuard({ initialRepoInfo, children }: Props) {
+export function RepoIndexedGuard({ initialRepoInfo, isNewlyTriggered, repoFullName, children }: Props) {
     const { requestPermission, showNotification } = useBrowserNotification();
+    const hasFiredEvent = useRef(false);
+
+    // Fire event when a new repo index is triggered
+    useEffect(() => {
+        if (isNewlyTriggered && !hasFiredEvent.current) {
+            hasFiredEvent.current = true;
+            captureEvent('wa_askgh_repo_index_triggered', {
+                repo: repoFullName,
+                repoId: initialRepoInfo.id,
+            });
+        }
+    }, [isNewlyTriggered, repoFullName, initialRepoInfo.id]);
 
     const { data: repoInfo, isError } = useQuery({
         queryKey: ['repo-status', initialRepoInfo.id],
diff --git a/packages/web/src/app/[domain]/askgh/[owner]/[repo]/page.tsx b/packages/web/src/app/[domain]/askgh/[owner]/[repo]/page.tsx
index ee1ad7d48..f44f689fe 100644
--- a/packages/web/src/app/[domain]/askgh/[owner]/[repo]/page.tsx
+++ b/packages/web/src/app/[domain]/askgh/[owner]/[repo]/page.tsx
@@ -20,7 +20,7 @@ export default async function GitHubRepoPage(props: PageProps) {
     const { owner, repo } = params;
     const session = await auth();
     
-    const repoId = await (async () => {
+    const { repoId, isNewlyTriggered } = await (async () => {
         // 1. Look up repo by owner/repo
         const displayName = `${owner}/${repo}`;
         const existingRepo = await prisma.repo.findFirst({
@@ -33,7 +33,7 @@ export default async function GitHubRepoPage(props: PageProps) {
         });
 
         if (existingRepo) {
-            return existingRepo.id;
+            return { repoId: existingRepo.id, isNewlyTriggered: false };
         }
 
         // 2. If it doesn't exist, attempt to create it
@@ -43,7 +43,7 @@ export default async function GitHubRepoPage(props: PageProps) {
             throw new ServiceErrorException(response);
         }
 
-        return response.repoId;
+        return { repoId: response.repoId, isNewlyTriggered: true };
     })();
 
     const repoInfo = await unwrapServiceError(getRepoInfo(repoId));
@@ -51,7 +51,7 @@ export default async function GitHubRepoPage(props: PageProps) {
     const providers = getIdentityProviderMetadata();
 
     return (
-        <RepoIndexedGuard initialRepoInfo={repoInfo}>
+        <RepoIndexedGuard initialRepoInfo={repoInfo} isNewlyTriggered={isNewlyTriggered} repoFullName={`${owner}/${repo}`}>
             <CustomSlateEditor>
                 <LandingPage
                     languageModels={languageModels}
diff --git a/packages/web/src/lib/posthogEvents.ts b/packages/web/src/lib/posthogEvents.ts
index 285035ddd..b6f02480f 100644
--- a/packages/web/src/lib/posthogEvents.ts
+++ b/packages/web/src/lib/posthogEvents.ts
@@ -232,6 +232,10 @@ export type PosthogEventMap = {
     },
     //////////////////////////////////////////////////////////////////
     wa_askgh_login_wall_prompted: {},
+    wa_askgh_repo_index_triggered: {
+        repo: string,
+        repoId: number,
+    },
     //////////////////////////////////////////////////////////////////
     wa_demo_docs_link_pressed: {},
     wa_demo_search_example_card_pressed: {