diff --git a/components/Modals.ce.vue b/components/Modals.ce.vue
index 94f06a90d..55061c845 100644
--- a/components/Modals.ce.vue
+++ b/components/Modals.ce.vue
@@ -9,14 +9,14 @@ import { useTrialStore } from '~/store/trial';
 
 const { callbackStatus } = storeToRefs(useCallbackActionsStore());
 const { promoVisible } = storeToRefs(usePromoStore());
-const { trialStatus } = storeToRefs(useTrialStore());
+const { showModal } = storeToRefs(useTrialStore());
 </script>
 
 <template>
   <div class="relative z-[99999]">
     <UpcCallbackFeedback :open="callbackStatus !== 'ready'" />
     <UpcPromo :open="promoVisible" />
-    <UpcTrial :open="trialStatus === 'requestNew' || trialStatus === 'failed'" />
+    <UpcTrial :open="showModal" />
   </div>
 </template>
 
diff --git a/components/UserProfile/CallbackFeedbackStatus.vue b/components/UserProfile/CallbackFeedbackStatus.vue
index 848367ce8..c448eb017 100644
--- a/components/UserProfile/CallbackFeedbackStatus.vue
+++ b/components/UserProfile/CallbackFeedbackStatus.vue
@@ -16,7 +16,7 @@ withDefaults(defineProps<Props>(), {
 
 <template>
   <div class="mx-auto max-w-[45ch]">
-    <div class="flex items-start justify-start gap-x-8px">
+    <div class="flex items-start justify-center gap-x-8px">
       <CheckCircleIcon v-if="success" class="fill-green-600 w-28px shrink-0" />
       <XCircleIcon v-if="error" class="fill-unraid-red w-28px shrink-0" />
       <component v-if="icon" :is="icon" class="fill-current opacity-75 w-28px shrink-0" />
diff --git a/components/UserProfile/Trial.vue b/components/UserProfile/Trial.vue
index 9e795b535..554b119be 100644
--- a/components/UserProfile/Trial.vue
+++ b/components/UserProfile/Trial.vue
@@ -15,20 +15,23 @@ const { trialStatus } = storeToRefs(trialStore);
 
 const heading = computed(() => {
   if (trialStatus.value === 'failed') return 'Failed to start your free 30 day trial';
-  if (trialStatus.value === 'requestNew') return 'Starting your free 30 day trial…';
+  if (trialStatus.value === 'trialExtend') return 'Extending your free trial by 15 days';
+  if (trialStatus.value === 'trialStart') return 'Starting your free 30 day trial…';
   if (trialStatus.value === 'success') return 'Free 30 Day Trial Created';
   return '';
 });
 const subheading = computed(() => {
   /** @todo show response error */
   if (trialStatus.value === 'failed') return 'Key server did not return a trial key. Please try again later.';
-  if (trialStatus.value === 'requestNew') return 'Please wait while and keep this window open';
+  if (trialStatus.value === 'trialExtend' || trialStatus.value === 'trialStart') return 'Please keep this window open';
   if (trialStatus.value === 'success') return 'Please wait while the page reloads to install your trial key';
   return '';
 });
 
+const loading = computed(() => trialStatus.value === 'trialExtend' || trialStatus.value === 'trialStart');
+
 const close = () => {
-  if (trialStatus.value === 'requestNew') return console.debug("[close] not allowed");
+  if (trialStatus.value === 'trialStart') return console.debug("[close] not allowed");
   trialStore.setTrialStatus('ready');
 };
 </script>
@@ -39,17 +42,14 @@ const close = () => {
     :open="open"
     :title="heading"
     :description="subheading"
-    :show-close-x="trialStatus !== 'requestNew'"
+    :show-close-x="!loading"
     max-width="max-w-640px"
   >
     <template #main>
-      <BrandLoading v-if="trialStatus === 'requestNew'" class="w-[150px] mx-auto my-24px" />
-      <div v-if="trialStatus === 'failed'" class="my-24px">
-        <p class="text-red"></p>
-      </div>
+      <BrandLoading v-if="loading" class="w-[150px] mx-auto my-24px" />
     </template>
 
-    <template v-if="trialStatus !== 'requestNew'" #footer>
+    <template v-if="!loading" #footer>
       <div class="w-full max-w-xs flex flex-col items-center gap-y-16px mx-auto">
         <div>
           <button
diff --git a/store/installKey.ts b/store/installKey.ts
index 34b4c3bb3..63c29ac5b 100644
--- a/store/installKey.ts
+++ b/store/installKey.ts
@@ -67,22 +67,25 @@ export const useInstallKeyStore = defineStore('installKey', () => {
         };
       case 'installing':
         let txt1 = 'Installing';
-        if (keyActionType.value === 'replace') txt1 = 'Installing Replaced';
+        if (keyActionType.value === 'trialExtend') txt1 = 'Installing Extended Trial';
         if (keyActionType.value === 'recover') txt1 = 'Installing Recovered';
+        if (keyActionType.value === 'replace') txt1 = 'Installing Replaced';
         return {
           text: `${txt1} ${keyType.value} Key...`,
         };
       case 'success':
       let txt2 = 'Installed';
-      if (keyActionType.value === 'replace') txt2 = 'Replaced';
+      if (keyActionType.value === 'trialExtend') txt2 = 'Extension Installed';
       if (keyActionType.value === 'recover') txt2 = 'Recovered';
+      if (keyActionType.value === 'replace') txt2 = 'Replaced';
         return {
           text: `${keyType.value} Key ${txt2} Successfully`,
         };
       case 'failed':
         let txt3 = 'Install';
+        if (keyActionType.value === 'trialExtend') txt3 = 'Install Extended';
+        if (keyActionType.value === 'recover') txt3 = 'Install Recovered';
         if (keyActionType.value === 'replace') txt3 = 'Install Replaced';
-        if (keyActionType.value === 'recover') txt3 = 'Install Recoverd';
         return {
           text: `Failed to ${txt3} ${keyType.value} Key`,
         };
diff --git a/store/server.ts b/store/server.ts
index 5bb8b6f0e..af0771a41 100644
--- a/store/server.ts
+++ b/store/server.ts
@@ -41,6 +41,7 @@ export const useServerStore = defineStore('server', () => {
   const guidBlacklisted = ref<boolean>();
   const guidRegistered = ref<boolean>();
   const guidReplaceable = ref<boolean | undefined>();
+  const inIframe = ref<boolean>(window.self !== window.top);
   const keyfile = ref<string>('');
   const lanIp = ref<string>('');
   const license = ref<string>('');
@@ -79,6 +80,7 @@ export const useServerStore = defineStore('server', () => {
       flashProduct: flashProduct.value,
       flashVendor: flashVendor.value,
       guid: guid.value,
+      inIframe: inIframe.value,
       keyfile: keyfile.value,
       lanIp: lanIp.value,
       license: license.value,
@@ -115,6 +117,7 @@ export const useServerStore = defineStore('server', () => {
       deviceCount: deviceCount.value,
       email: email.value,
       guid: guid.value,
+      inIframe: inIframe.value,
       keyTypeForPurchase,
       locale: locale.value,
       registered: registered.value ?? false,
@@ -132,6 +135,7 @@ export const useServerStore = defineStore('server', () => {
       flashProduct: flashProduct.value,
       flashVendor: flashVendor.value,
       guid: guid.value,
+      inIframe: inIframe.value,
       keyfile: keyfile.value,
       lanIp: lanIp.value,
       name: name.value,
@@ -196,14 +200,14 @@ export const useServerStore = defineStore('server', () => {
     text: 'Sign Out of Unraid.net',
   };
   const trialExtendAction: ServerStateDataAction = {
-    click: () => { trialStore.extend() },
+    click: () => { trialStore.setTrialStatus('trialExtend') },
     external: true,
     icon: KeyIcon,
     name: 'trialExtend',
     text: 'Extend Trial',
   };
   const trialStartAction: ServerStateDataAction = {
-    click: () => { trialStore.setTrialStatus('requestNew') },
+    click: () => { trialStore.setTrialStatus('trialStart') },
     external: true,
     icon: KeyIcon,
     name: 'trialStart',
diff --git a/store/trial.ts b/store/trial.ts
index f7cd7ffdf..ad403c54e 100644
--- a/store/trial.ts
+++ b/store/trial.ts
@@ -6,7 +6,7 @@ import { startTrial, type StartTrialResponse } from '~/composables/services/keyS
 import { useCallbackStore, useCallbackActionsStore } from '~/store/callbackActions';
 import { useDropdownStore } from '~/store/dropdown';
 import { useServerStore } from '~/store/server';
-import type { ExternalPayload } from '~/store/callback';
+import type { ExternalPayload, TrialExtend, TrialStart } from '~/store/callback';
 
 /**
  * @see https://stackoverflow.com/questions/73476371/using-pinia-with-vue-js-web-components
@@ -20,50 +20,51 @@ export const useTrialStore = defineStore('trial', () => {
   const dropdownStore = useDropdownStore();
   const serverStore = useServerStore();
 
-  type TrialStatus = 'failed' | 'ready' | 'requestNew' | 'success';
+  type TrialStatus = 'failed' | 'ready' | TrialExtend | TrialStart | 'success';
   const trialStatus = ref<TrialStatus>('ready');
 
-  const extend = () => {
-    console.debug('[extend]');
-    callbackStore.send('https://localhost:8008/connect', [{
-      server: {
-        ...serverStore.serverAccountPayload,
-      },
-      type: 'trialExtend',
-    }]);
-  };
+  const showModal = computed(() => trialStatus.value === 'failed' || trialStatus.value === 'trialExtend' || trialStatus.value === 'trialStart');
 
-  // @todo post to key server
-  const requestTrialNew = async () => {
-    console.debug('[requestTrialNew]');
+  // const extend = () => {
+  //   console.debug('[extend]');
+  //   callbackStore.send('https://localhost:8008/connect', [{
+  //     server: {
+  //       ...serverStore.serverAccountPayload,
+  //     },
+  //     type: 'trialExtend',
+  //   }]);
+  // };
+
+  const requestTrial = async (type?: TrialExtend | TrialStart) => {
+    console.debug('[requestTrial]');
     try {
       const payload = {
         guid: serverStore.guid,
         timestamp: Math.floor(Date.now() / 1000),
       };
       const response: StartTrialResponse = await startTrial(payload).json();
-      console.debug('[requestTrialNew]', response);
+      console.debug('[requestTrial]', response);
       if (!response.license) {
         trialStatus.value = 'failed';
-        return console.error('[requestTrialNew]', 'No license returned', response);
+        return console.error('[requestTrial]', 'No license returned', response);
       }
       // manually create a payload to mimic a callback for key installs
       const trialStartData: ExternalPayload = {
         actions: [
           {
             keyUrl: response.license,
-            type: 'trialStart',
+            type: type ?? 'trialStart',
           },
         ],
         sender: window.location.href,
         type: 'forUpc',
       };
-      console.debug('[requestTrialNew]', trialStartData);
+      console.debug('[requestTrial]', trialStartData);
       trialStatus.value = 'success';
       return callbackActionsStore.redirectToCallbackType(trialStartData);
     } catch (error) {
       trialStatus.value = 'failed';
-      console.error('[requestTrialNew]', error);
+      console.error('[requestTrial]', error);
     }
   };
 
@@ -72,11 +73,11 @@ export const useTrialStore = defineStore('trial', () => {
   watch(trialStatus, (newVal, oldVal) => {
     console.debug('[trialStatus]', newVal, oldVal);
     // opening
-    if (newVal === 'requestNew') {
+    if (newVal === 'trialExtend' || newVal === 'trialStart') {
       addPreventClose();
       dropdownStore.dropdownHide(); // close the dropdown when the trial modal is opened
       setTimeout(() => {
-        requestTrialNew();
+        requestTrial(newVal);
       }, 1500);
     }
     // allow closure
@@ -87,10 +88,11 @@ export const useTrialStore = defineStore('trial', () => {
 
   return {
     // State
+    showModal,
     trialStatus,
     // Actions
-    extend,
-    requestTrialNew,
+    // extend,
+    requestTrial,
     setTrialStatus,
   };
 });
diff --git a/types/server.ts b/types/server.ts
index 6f1e39a9f..8249b689e 100644
--- a/types/server.ts
+++ b/types/server.ts
@@ -31,6 +31,7 @@ export interface Server {
   flashProduct?: string;
   flashVendor?: string;
   guid?: string;
+  inIframe: boolean;
   keyfile?: string;
   lanIp?: string;
   license?: string;
@@ -57,6 +58,7 @@ export interface ServerAccountCallbackSendPayload {
   flashProduct?: string;
   flashVendor?: string;
   guid?: string;
+  inIframe: boolean;
   keyfile?: string;
   lanIp?: string;
   locale?: string;
@@ -75,6 +77,7 @@ export interface ServerPurchaseCallbackSendPayload {
   deviceCount: number;
   email: string;
   guid: string;
+  inIframe: boolean;
   keyTypeForPurchase: ServerKeyTypeForPurchase;
   locale: string;
   registered: boolean;