diff --git a/packages/amazonq/src/lsp/chat/messages.ts b/packages/amazonq/src/lsp/chat/messages.ts
index 80ef45426cd..f0dcbd9e608 100644
--- a/packages/amazonq/src/lsp/chat/messages.ts
+++ b/packages/amazonq/src/lsp/chat/messages.ts
@@ -435,6 +435,21 @@ export function registerMessageListeners(
         async (params: ShowDocumentParams): Promise<ShowDocumentParams | ResponseError<ShowDocumentResult>> => {
             try {
                 const uri = vscode.Uri.parse(params.uri)
+
+                if (params.external) {
+                    // Note: Not using openUrl() because we probably don't want telemetry for these URLs.
+                    // Also it doesn't yet support the required HACK below.
+
+                    // HACK: workaround vscode bug: https://github.com/microsoft/vscode/issues/85930
+                    vscode.env.openExternal(params.uri as any).then(undefined, (e) => {
+                        // TODO: getLogger('?').error('failed vscode.env.openExternal: %O', e)
+                        vscode.env.openExternal(uri).then(undefined, (e) => {
+                            // TODO: getLogger('?').error('failed vscode.env.openExternal: %O', e)
+                        })
+                    })
+                    return params
+                }
+
                 const doc = await vscode.workspace.openTextDocument(uri)
                 await vscode.window.showTextDocument(doc, { preview: false })
                 return params
diff --git a/packages/core/src/shared/utilities/vsCodeUtils.ts b/packages/core/src/shared/utilities/vsCodeUtils.ts
index 03229cf104a..57f9e380974 100644
--- a/packages/core/src/shared/utilities/vsCodeUtils.ts
+++ b/packages/core/src/shared/utilities/vsCodeUtils.ts
@@ -215,8 +215,11 @@ export function reloadWindowPrompt(message: string): void {
  * if user dismisses the vscode confirmation prompt.
  */
 export async function openUrl(url: vscode.Uri, source?: string): Promise<boolean> {
+    // Avoid PII in URL.
+    const truncatedUrl = `${url.scheme}${url.authority}${url.path}${url.fragment.substring(20)}`
+
     return telemetry.aws_openUrl.run(async (span) => {
-        span.record({ url: url.toString(), source })
+        span.record({ url: truncatedUrl, source })
         const didOpen = await vscode.env.openExternal(url)
         if (!didOpen) {
             throw new CancellationError('user')