diff --git a/packages/app/src/shell/titlebar/titlebar.tsx b/packages/app/src/shell/titlebar/titlebar.tsx
index 94a391cbb2a..691e7b5eb0a 100644
--- a/packages/app/src/shell/titlebar/titlebar.tsx
+++ b/packages/app/src/shell/titlebar/titlebar.tsx
@@ -679,8 +679,11 @@ export function Titlebar(props: {
                                 onReorder={(keys) => tabsStoreActions.reorder(keys)}
                               />
                             </div>
-                            <div data-slot="vertical-tabs-footer" class="mt-2 flex w-full shrink-0 flex-col">
+                            <div data-slot="vertical-tabs-footer" class="mt-2 flex w-full shrink-0 flex-col gap-2">
                               <TitlebarRightMount vertical />
+                              <Show when={updateState().visible}>
+                                <TitlebarUpdateIconButton state={updateState()} vertical />
+                              </Show>
                             </div>
                           </Portal>
                         )}
@@ -691,7 +694,9 @@ export function Titlebar(props: {
                 <Show when={!mobile()}>
                   <div class="flex-1" />
                 </Show>
-                <TitlebarRight state={rightState()} mount={!props.verticalTabs} />
+                <Show when={!props.verticalTabs}>
+                  <TitlebarRight state={rightState()} />
+                </Show>
               </div>
             )
           }}
@@ -714,34 +719,52 @@ type TitlebarRightState = {
   update: TitlebarUpdatePillState
 }
 
-function TitlebarRight(props: { state: TitlebarRightState; mount?: boolean }) {
+function TitlebarRight(props: { state: TitlebarRightState }) {
   return (
     <div class="relative z-20 flex shrink-0 items-center justify-end gap-0 overflow-visible">
       <Show when={props.state.update.visible}>
         <TitlebarUpdateIconButton state={props.state.update} />
       </Show>
-      <Show when={props.mount !== false}>
-        <TitlebarRightMount />
-      </Show>
+      <TitlebarRightMount />
     </div>
   )
 }
 
-function TitlebarUpdateIconButton(props: { state: TitlebarUpdatePillState }) {
+function TitlebarUpdateIconButton(props: { state: TitlebarUpdatePillState; vertical?: boolean }) {
+  const label = () => (
+    <span
+      class="shrink-0 text-[11px] leading-4 text-v2-text-text-accent [font-weight:530] opacity-0 motion-safe:transition-all duration-150 ease-out group-hover:opacity-100 group-hover:translate-x-0 group-focus-within:opacity-100 group-focus-within:translate-x-0 motion-reduce:translate-x-0"
+      classList={{
+        "ms-px me-4 -translate-x-2 rtl:translate-x-2": props.vertical,
+        "ms-2 me-px translate-x-2 rtl:-translate-x-2": !props.vertical,
+      }}
+    >
+      {props.state.label}
+    </span>
+  )
   return (
-    <div class="group relative mr-3 h-5 w-5 shrink-0 rounded-full bg-v2-background-bg-deep transition-[width] duration-150 ease-out hover:z-30 hover:w-[68px] focus-within:z-30 focus-within:w-[68px] motion-reduce:transition-none">
+    <div
+      data-slot="titlebar-update"
+      class="group relative shrink-0 rounded-full bg-v2-background-bg-deep transition-[width] duration-150 ease-out hover:z-30 focus-within:z-30 motion-reduce:transition-none"
+      classList={{
+        "h-7 w-7 self-start hover:w-[84px] focus-within:w-[84px]": props.vertical,
+        "me-3 h-5 w-5 hover:w-[68px] focus-within:w-[68px]": !props.vertical,
+      }}
+    >
       <button
         type="button"
-        class="absolute right-0 top-0 z-10 flex h-5 w-5 items-center justify-end overflow-hidden rounded-full bg-v2-icon-icon-accent/20 text-v2-icon-icon-accent transition-[width,background-color] duration-150 ease-out group-hover:w-[68px] group-hover:bg-[color-mix(in_srgb,var(--v2-icon-icon-accent)_20%,var(--v2-background-bg-deep))] group-focus-within:w-[68px] group-focus-within:bg-[color-mix(in_srgb,var(--v2-icon-icon-accent)_20%,var(--v2-background-bg-deep))] focus-visible:outline-none disabled:opacity-60 motion-reduce:transition-none"
+        class="absolute top-0 z-10 flex h-full w-full items-center overflow-hidden rounded-full bg-v2-icon-icon-accent/20 text-v2-icon-icon-accent transition-[background-color] duration-150 ease-out group-hover:bg-[color-mix(in_srgb,var(--v2-icon-icon-accent)_20%,var(--v2-background-bg-deep))] group-focus-within:bg-[color-mix(in_srgb,var(--v2-icon-icon-accent)_20%,var(--v2-background-bg-deep))] focus-visible:outline-none disabled:opacity-60 motion-reduce:transition-none [app-region:no-drag]"
+        classList={{ "start-0 justify-start": props.vertical, "end-0 justify-end": !props.vertical }}
         onClick={props.state.onInstall}
         disabled={props.state.installing}
         aria-busy={props.state.installing}
         aria-label={props.state.ariaLabel}
       >
-        <span class="shrink-0 ml-[8px] mr-px text-[11px] text-v2-text-text-accent [font-weight:530] opacity-0 translate-x-2 motion-safe:transition-all duration-150 ease-out group-hover:opacity-100 group-hover:translate-x-0 group-focus-within:opacity-100 group-focus-within:translate-x-0 motion-reduce:translate-x-0">
-          {props.state.label}
-        </span>
-        <span class="flex size-5 shrink-0 items-center justify-center">
+        <Show when={!props.vertical}>{label()}</Show>
+        <span
+          class="flex shrink-0 items-center justify-center"
+          classList={{ "size-7": props.vertical, "size-5": !props.vertical }}
+        >
           <Show
             when={!props.state.installing}
             fallback={<span data-slot="titlebar-update-loader" aria-hidden="true" />}
@@ -751,6 +774,7 @@ function TitlebarUpdateIconButton(props: { state: TitlebarUpdatePillState }) {
             </svg>
           </Show>
         </span>
+        <Show when={props.vertical}>{label()}</Show>
       </button>
     </div>
   )