diff --git a/web/packages/extension/src/background.ts b/web/packages/extension/src/background.ts
index 4cf9c8cc6..988e58495 100644
--- a/web/packages/extension/src/background.ts
+++ b/web/packages/extension/src/background.ts
@@ -52,6 +52,16 @@ async function disable() {
     }
 }
 
+function onAdded(permissions: chrome.permissions.Permissions) {
+    if (
+        permissions.origins &&
+        permissions.origins.length === 1 &&
+        permissions.origins[0] !== "<all_urls>"
+    ) {
+        utils.tabs.reload();
+    }
+}
+
 function onMessage(
     request: unknown,
     _sender: chrome.runtime.MessageSender,
@@ -96,3 +106,4 @@ async function handleInstalled() {
 }
 
 utils.runtime.onInstalled.addListener(handleInstalled);
+utils.permissions.onAdded.addListener(onAdded);
diff --git a/web/packages/extension/src/popup.ts b/web/packages/extension/src/popup.ts
index f40c6854d..4aaea1007 100644
--- a/web/packages/extension/src/popup.ts
+++ b/web/packages/extension/src/popup.ts
@@ -200,16 +200,11 @@ window.addEventListener("DOMContentLoaded", async () => {
         !(await utils.hasHostPermissionForActiveTab())
     ) {
         permissionsButton.classList.remove("hidden");
-        permissionsButton.addEventListener("click", async () => {
-            const grant = await utils.permissions.request({
+        permissionsButton.addEventListener("click", () => {
+            utils.permissions.request({
                 origins: [url.toString()],
             });
-            if (grant) {
-                // Unfortunately, due to the way the popup disappears, this will
-                // only work if the popup and the permission dialog happen to overlap
-                await utils.tabs.reload(activeTab.id!);
-                window.close();
-            }
+            window.close();
         });
     }
 });