diff --git a/art/portraits/cao_cao.png b/art/portraits/cao_cao.png
index 2c4798f..c973d4a 100644
Binary files a/art/portraits/cao_cao.png and b/art/portraits/cao_cao.png differ
diff --git a/art/portraits/cao_ren.png b/art/portraits/cao_ren.png
index f7fb72e..8fe534e 100644
Binary files a/art/portraits/cao_ren.png and b/art/portraits/cao_ren.png differ
diff --git a/art/portraits/dian_wei.png b/art/portraits/dian_wei.png
index ac53cfd..511c4a9 100644
Binary files a/art/portraits/dian_wei.png and b/art/portraits/dian_wei.png differ
diff --git a/art/portraits/guo_jia.png b/art/portraits/guo_jia.png
index 183a821..40ec717 100644
Binary files a/art/portraits/guo_jia.png and b/art/portraits/guo_jia.png differ
diff --git a/art/portraits/xiahou_dun.png b/art/portraits/xiahou_dun.png
index 7911440..5e2a4d2 100644
Binary files a/art/portraits/xiahou_dun.png and b/art/portraits/xiahou_dun.png differ
diff --git a/art/portraits/xiahou_yuan.png b/art/portraits/xiahou_yuan.png
index 5b09820..a8e9ab0 100644
Binary files a/art/portraits/xiahou_yuan.png and b/art/portraits/xiahou_yuan.png differ
diff --git a/art/portraits/zhang_he.png b/art/portraits/zhang_he.png
index 17cfede..4c354ad 100644
Binary files a/art/portraits/zhang_he.png and b/art/portraits/zhang_he.png differ
diff --git a/tools/smoke_visual_assets.gd b/tools/smoke_visual_assets.gd
index f7022d3..879d127 100644
--- a/tools/smoke_visual_assets.gd
+++ b/tools/smoke_visual_assets.gd
@@ -106,6 +106,17 @@ func _check_battle_visual_data(failures: Array[String]) -> void:
 	]:
 		_check_alpha_cutout_path(failures, path, "unit cutout %s" % path)
 
+	for path in [
+		"res://art/portraits/cao_cao.png",
+		"res://art/portraits/cao_ren.png",
+		"res://art/portraits/dian_wei.png",
+		"res://art/portraits/guo_jia.png",
+		"res://art/portraits/xiahou_dun.png",
+		"res://art/portraits/xiahou_yuan.png",
+		"res://art/portraits/zhang_he.png"
+	]:
+		_check_alpha_cutout_path(failures, path, "officer portrait cutout %s" % path)
+
 	var gate_state = BattleStateScript.new()
 	if not gate_state.load_battle("res://data/scenarios/002_sishui_gate.json"):
 		failures.append("could not load Sishui Gate for enemy cavalry sprite")
diff --git a/tools/validate_data.ps1 b/tools/validate_data.ps1
index 5248d7d..72b8c16 100644
--- a/tools/validate_data.ps1
+++ b/tools/validate_data.ps1
@@ -1851,6 +1851,9 @@ function Check-Portrait-Path($Portrait, [string]$Context) {
         Fail "$Context references missing file: $Portrait"
     }
     Check-Portrait-Image $absolutePath ([string]$Portrait) $Context
+    if ($relativePath -match '^art[\\/]+portraits[\\/]+.+\.png$') {
+        Check-Alpha-Cutout-File $absolutePath ([string]$Portrait) $Context
+    }
 }
 
 function Check-Portrait-Image([string]$AbsolutePath, [string]$Portrait, [string]$Context) {
@@ -1876,14 +1879,12 @@ function Check-Portrait-Image([string]$AbsolutePath, [string]$Portrait, [string]
     }
 }
 
-function Check-Item-Icon-Cutout([string]$Icon, [string]$Context) {
-    $relativePath = $Icon.Substring("res://".Length)
-    $absolutePath = [System.IO.Path]::GetFullPath((Join-Path ([System.IO.Path]::GetFullPath($Root)) $relativePath))
+function Check-Alpha-Cutout-File([string]$AbsolutePath, [string]$DisplayPath, [string]$Context) {
     $bitmap = $null
     try {
-        $bitmap = [System.Drawing.Bitmap]::FromFile($absolutePath)
+        $bitmap = [System.Drawing.Bitmap]::FromFile($AbsolutePath)
         if (-not [System.Drawing.Image]::IsAlphaPixelFormat($bitmap.PixelFormat)) {
-            Fail "$Context must be an alpha PNG cutout: $Icon"
+            Fail "$Context must be an alpha PNG cutout: $DisplayPath"
         }
         $cornerPixels = @(
             $bitmap.GetPixel(0, 0),
@@ -1893,7 +1894,7 @@ function Check-Item-Icon-Cutout([string]$Icon, [string]$Context) {
         )
         foreach ($pixel in $cornerPixels) {
             if ($pixel.A -gt 3) {
-                Fail "$Context must have transparent corners: $Icon"
+                Fail "$Context must have transparent corners: $DisplayPath"
             }
         }
         $transparentSamples = 0
@@ -1907,13 +1908,13 @@ function Check-Item-Icon-Cutout([string]$Icon, [string]$Context) {
             }
         }
         if ($transparentSamples -lt [int]($totalSamples * 0.20)) {
-            Fail "$Context must have substantial transparent background: $Icon ($transparentSamples/$totalSamples sampled pixels)"
+            Fail "$Context must have substantial transparent background: $DisplayPath ($transparentSamples/$totalSamples sampled pixels)"
         }
     } catch {
         if ($_.Exception.Message -like "$Context*") {
             throw
         }
-        Fail "$Context could not inspect alpha cutout data: $Icon"
+        Fail "$Context could not inspect alpha cutout data: $DisplayPath"
     } finally {
         if ($null -ne $bitmap) {
             $bitmap.Dispose()
@@ -1921,6 +1922,12 @@ function Check-Item-Icon-Cutout([string]$Icon, [string]$Context) {
     }
 }
 
+function Check-Item-Icon-Cutout([string]$Icon, [string]$Context) {
+    $relativePath = $Icon.Substring("res://".Length)
+    $absolutePath = [System.IO.Path]::GetFullPath((Join-Path ([System.IO.Path]::GetFullPath($Root)) $relativePath))
+    Check-Alpha-Cutout-File $absolutePath $Icon $Context
+}
+
 function Check-Post-Battle-Dialogue($Dialogue, [string]$ScenarioId) {
     if ($null -eq $Dialogue) {
         return