diff --git a/documentation/TODO__Agents.md b/documentation/TODO__Agents.md
index de2ff30a..6f18ec5a 100644
--- a/documentation/TODO__Agents.md
+++ b/documentation/TODO__Agents.md
@@ -63,6 +63,16 @@ guessing defaults.
 - [ ] **[Launcher] End-to-end test on macOS** — test pptx and key opens on a real podium Mac
   before May 26 setup day. Verify: file copies to tmp correctly, script fires, app opens in
   slideshow mode, error fallback works.
+- [ ] **[Launcher/Electron] Wallpaper stops applying after several changes (post-CMSC)** —
+  After setting the wallpaper 3–5 times in a session, macOS silently ignores further `set desktop
+  picture` calls even though the SvelteKit side reports "Saved & Applied ✓". Restore Default
+  (`restore_macos_default_wallpaper`) immediately unblocks it; closing/reopening Electron does
+  not. **Workaround:** use Restore Default, then re-apply. **Root cause:** macOS caches the
+  current wallpaper path and skips the AppleScript call when the downloaded file lands at the
+  same temp path. **Fix (post-CMSC):** in the Electron `set_wallpaper` handler
+  (`aether_app_native_electron`), append a timestamp or random suffix to the temp filename on
+  every download so macOS always sees a new path (e.g. `wallpaper_1748123456.jpg` instead of
+  `wallpaper.jpg`).
 
 ---
 
diff --git a/src/routes/events/[event_id]/(launcher)/cfg_components/launcher_cfg_wallpaper.svelte b/src/routes/events/[event_id]/(launcher)/cfg_components/launcher_cfg_wallpaper.svelte
index d1e12588..1e7f3dce 100644
--- a/src/routes/events/[event_id]/(launcher)/cfg_components/launcher_cfg_wallpaper.svelte
+++ b/src/routes/events/[event_id]/(launcher)/cfg_components/launcher_cfg_wallpaper.svelte
@@ -145,7 +145,7 @@ async function handle_apply(): Promise<{ success: boolean; linux_test?: boolean
         account_id: String($ae_api.account_id ?? '')
     });
 
-    if (result?.success && (result as any).linux_test_mode) {
+    if (result?.success && (result as { linux_test_mode?: boolean }).linux_test_mode) {
         linux_test_popup_data = result as Record<string, unknown>;
         linux_test_popup_open = true;
         return { success: true, linux_test: true };
@@ -227,20 +227,18 @@ const section_description = $derived(
         </div>
     {/if}
 
-    <div class="flex flex-col gap-2.5">
+    <div class="flex flex-col gap-3">
 
         <!-- Primary display -->
-        <div class="flex flex-col gap-1">
-            <p class="text-[9px] font-bold uppercase opacity-50">Primary Display</p>
-            <div class="flex flex-wrap gap-1">
+        <div class="flex flex-col gap-1.5">
+            <p class="text-[10px] font-bold uppercase opacity-50">Primary Display</p>
+            <div class="flex flex-wrap gap-1.5">
                 {#each PRIMARY_PRESETS as preset (preset.value)}
                     <button
                         type="button"
                         onclick={() => (url_input = preset.value)}
                         title={preset.value}
-                        class="btn btn-xs h-6 px-2 text-[9px]"
-                        class:preset-filled-primary={url_input === preset.value}
-                        class:preset-tonal-surface={url_input !== preset.value}>
+                        class="btn btn-sm h-8 px-3 text-xs ring-1 {url_input === preset.value ? 'preset-filled-primary ring-primary-500' : 'preset-tonal-surface ring-surface-500/50'}">
                         {preset.label}
                     </button>
                 {/each}
@@ -249,27 +247,25 @@ const section_description = $derived(
                 type="url"
                 bind:value={url_input}
                 placeholder="https://… or select a preset above"
-                class="input input-sm preset-tonal-surface h-7 w-full text-[10px]" />
+                class="input input-sm preset-tonal-surface h-8 w-full text-[10px]" />
             {#if is_applied}
-                <p class="text-success-500 pl-0.5 text-[9px]">Applied ✓</p>
+                <p class="text-success-500 pl-0.5 text-[10px]">Applied ✓</p>
             {/if}
         </div>
 
         <!-- External / projector display -->
-        <div class="flex flex-col gap-1">
-            <p class="text-[9px] font-bold uppercase opacity-50">
+        <div class="flex flex-col gap-1.5">
+            <p class="text-[10px] font-bold uppercase opacity-50">
                 External / Projector
                 <span class="font-normal normal-case opacity-75">(optional)</span>
             </p>
-            <div class="flex flex-wrap gap-1">
+            <div class="flex flex-wrap gap-1.5">
                 {#each EXTERNAL_PRESETS as preset (preset.value)}
                     <button
                         type="button"
                         onclick={() => (url_external_input = preset.value)}
                         title={preset.value}
-                        class="btn btn-xs h-6 px-2 text-[9px]"
-                        class:preset-filled-primary={url_external_input === preset.value}
-                        class:preset-tonal-surface={url_external_input !== preset.value}>
+                        class="btn btn-sm h-8 px-3 text-xs ring-1 {url_external_input === preset.value ? 'preset-filled-primary ring-primary-500' : 'preset-tonal-surface ring-surface-500/50'}">
                         {preset.label}
                     </button>
                 {/each}
@@ -278,18 +274,18 @@ const section_description = $derived(
                 type="url"
                 bind:value={url_external_input}
                 placeholder="Blank = use primary on all displays"
-                class="input input-sm preset-tonal-surface h-7 w-full text-[10px]" />
+                class="input input-sm preset-tonal-surface h-8 w-full text-[10px]" />
         </div>
 
         <!-- Actions: single Save & Apply + icon-only Restore -->
-        <div class="flex gap-2 pt-0.5">
+        <div class="flex gap-2">
             <button
                 type="button"
                 onclick={handle_save_and_apply}
                 disabled={!get_device_id() || (!url_input.trim() && !url_external_input.trim())}
-                class="btn btn-sm preset-filled-primary h-8 flex-1 text-[10px] font-bold">
-                <Save size="0.8em" class="mr-1" />
-                <Zap size="0.8em" class="mr-0.5" />
+                class="btn preset-filled-primary h-10 flex-1 text-sm font-bold">
+                <Save size={16} class="mr-1" />
+                <Zap size={16} class="mr-0.5" />
                 Save & Apply
             </button>
             {#if $ae_loc.is_native || $ae_loc.edit_mode}
@@ -297,15 +293,15 @@ const section_description = $derived(
                     type="button"
                     onclick={handle_restore_default}
                     title="Restore macOS default wallpaper"
-                    class="btn btn-sm preset-tonal-surface h-8 px-2.5 opacity-60 hover:opacity-100">
-                    <RotateCcw size="0.85em" />
+                    class="btn preset-tonal-surface ring-surface-500/50 h-10 w-10 ring-1 opacity-75 hover:opacity-100">
+                    <RotateCcw size={18} />
                 </button>
             {/if}
         </div>
 
         {#if status}
             <div
-                class="text-center text-[9px] italic"
+                class="text-center text-[10px] italic"
                 class:text-success-500={status.includes('✓')}
                 class:text-primary-500={status.includes('Saving') || status.includes('Applying') || status.includes('dev')}
                 class:text-error-500={status.includes('failed') || status.includes('No device') || status.includes('Restore failed')}>
@@ -320,19 +316,19 @@ const section_description = $derived(
 <!-- Shows what WOULD have been applied; actual gsettings call is skipped to avoid
      resetting the dev workstation monitors on every test cycle. -->
 {#if linux_test_popup_open && linux_test_popup_data}
-    <!-- svelte-ignore a11y_click_events_have_key_events a11y_no_static_element_interactions -->
     <div
         class="fixed inset-0 z-9999 flex items-center justify-center bg-black/70 p-4"
         role="presentation"
-        onclick={() => (linux_test_popup_open = false)}>
-        <!-- svelte-ignore a11y_click_events_have_key_events a11y_no_static_element_interactions -->
+        onclick={() => (linux_test_popup_open = false)}
+        onkeydown={(e) => e.key === 'Escape' && (linux_test_popup_open = false)}>
         <div
             class="bg-surface-50/95 dark:bg-surface-900/95 border-warning-500/40 relative flex max-h-[90vh] w-full max-w-lg flex-col gap-0 overflow-hidden rounded-xl border shadow-2xl"
             role="dialog"
             aria-modal="true"
             aria-label="Linux Dev Mode — Wallpaper not applied"
             tabindex="-1"
-            onclick={(e) => e.stopPropagation()}>
+            onclick={(e) => e.stopPropagation()}
+            onkeydown={(e) => e.stopPropagation()}>
 
             <div class="bg-warning-500/10 border-warning-500/30 flex items-center gap-2 border-b px-4 py-3">
                 <span class="text-warning-600 dark:text-warning-400 font-mono text-xs font-bold uppercase tracking-wider">
@@ -375,7 +371,7 @@ const section_description = $derived(
                 <div class="flex flex-col gap-1">
                     <span class="text-[9px] font-bold uppercase opacity-50">Would Have Run</span>
                     <div class="bg-surface-500/10 text-success-600 dark:text-success-400 rounded px-3 py-2 leading-relaxed whitespace-pre-wrap">
-                        {#each (linux_test_popup_data.would_run as string[]) as cmd}
+                        {#each (linux_test_popup_data.would_run as string[]) as cmd, i (i)}
                             <div class="mb-1">{cmd}</div>
                         {/each}
                     </div>