diff --git a/CHANGELOG.md b/CHANGELOG.md
index 973e52572..76cf7bffa 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -14,8 +14,8 @@ 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 Bitbucket Server (Data Center) sync all repositories support. [#927](https://github.com/sourcebot-dev/sourcebot/pull/927)
-- Added permission syncing support for Bitbucket Server (Data Center), including account-driven and repo-driven sync. [#938](https://github.com/sourcebot-dev/sourcebot/pull/938)
+- Added `selectedReposCount` to the `wa_chat_message_sent` PostHog event to track the number of selected repositories when users ask questions. [#941](https://github.com/sourcebot-dev/sourcebot/pull/941)
+
 
 ### 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/api/(server)/chat/blocking/route.ts b/packages/web/src/app/api/(server)/chat/blocking/route.ts
index 98d0925fe..4e887cf0f 100644
--- a/packages/web/src/app/api/(server)/chat/blocking/route.ts
+++ b/packages/web/src/app/api/(server)/chat/blocking/route.ts
@@ -164,6 +164,7 @@ export const POST = apiHandler(async (request: NextRequest) => {
             await captureEvent('wa_chat_message_sent', {
                 chatId: chat.id,
                 messageCount: 1,
+                selectedReposCount: selectedRepos.length,
                 ...(env.EXPERIMENT_ASK_GH_ENABLED === 'true' ? {
                     selectedRepos: selectedRepos.map(r => r.value)
                 } : {}),
diff --git a/packages/web/src/app/api/(server)/chat/route.ts b/packages/web/src/app/api/(server)/chat/route.ts
index 62daeb4bb..776146717 100644
--- a/packages/web/src/app/api/(server)/chat/route.ts
+++ b/packages/web/src/app/api/(server)/chat/route.ts
@@ -103,6 +103,7 @@ export const POST = apiHandler(async (req: NextRequest) => {
             await captureEvent('wa_chat_message_sent', {
                 chatId: id,
                 messageCount: messages.length,
+                selectedReposCount: expandedRepos.length,
                 ...(env.EXPERIMENT_ASK_GH_ENABLED === 'true' ? { selectedRepos: expandedRepos } : {}),
             } );
 
diff --git a/packages/web/src/lib/posthogEvents.ts b/packages/web/src/lib/posthogEvents.ts
index 285035ddd..3c7f51cc9 100644
--- a/packages/web/src/lib/posthogEvents.ts
+++ b/packages/web/src/lib/posthogEvents.ts
@@ -157,6 +157,7 @@ export type PosthogEventMap = {
     wa_chat_message_sent: {
         chatId: string,
         messageCount: number,
+        selectedReposCount: number,
         /**
          * @note this field will only be populated when
          * the EXPERIMENT_ASK_GH_ENABLED environment variable