diff --git a/src/Imaging/ImageGenerator.php b/src/Imaging/ImageGenerator.php
index c419010fc51..71265237941 100644
--- a/src/Imaging/ImageGenerator.php
+++ b/src/Imaging/ImageGenerator.php
@@ -2,6 +2,7 @@
 
 namespace Statamic\Imaging;
 
+use Closure;
 use Facades\Statamic\Imaging\ImageValidator;
 use Illuminate\Support\Facades\Storage;
 use League\Flysystem\Filesystem;
@@ -82,7 +83,7 @@ public function setParams(array $params)
      */
     public function generateByPath($path, array $params)
     {
-        return Glide::cacheStore()->rememberForever(
+        return $this->findOrGenerate(
             'path::'.$path.'::'.md5(json_encode($params)),
             fn () => $this->doGenerateByPath($path, $params)
         );
@@ -108,7 +109,7 @@ private function doGenerateByPath($path, array $params, $sourceFilesystemRoot =
      */
     public function generateByUrl($url, array $params)
     {
-        return Glide::cacheStore()->rememberForever(
+        return $this->findOrGenerate(
             'url::'.$url.'::'.md5(json_encode($params)),
             fn () => $this->doGenerateByUrl($url, $params)
         );
@@ -168,7 +169,7 @@ public function generateByAsset($asset, array $params)
             collect(Glide::cacheStore()->get($manifestCacheKey, []))->push($manipulationCacheKey)->unique()->all()
         );
 
-        return Glide::cacheStore()->rememberForever(
+        return $this->findOrGenerate(
             $manipulationCacheKey,
             fn () => $this->doGenerateByAsset($asset, $params)
         );
@@ -190,6 +191,19 @@ private function doGenerateByAsset($asset, array $params)
         return $this->generate($this->asset->basename());
     }
 
+    private function findOrGenerate(string $cacheKey, Closure $callback)
+    {
+        $store = Glide::cacheStore();
+
+        if (($path = $store->get($cacheKey)) && $this->server->getCache()->fileExists($path)) {
+            return $path;
+        }
+
+        $store->forget($cacheKey);
+
+        return $store->rememberForever($cacheKey, $callback);
+    }
+
     public static function assetCacheManifestKey($asset)
     {
         return 'asset::'.$asset->id();
diff --git a/tests/Imaging/ImageGeneratorTest.php b/tests/Imaging/ImageGeneratorTest.php
index f774a2af27b..bf840fdbbef 100644
--- a/tests/Imaging/ImageGeneratorTest.php
+++ b/tests/Imaging/ImageGeneratorTest.php
@@ -98,6 +98,35 @@ public function it_generates_an_image_by_asset()
         Event::assertDispatchedTimes(GlideImageGenerated::class, 1);
     }
 
+    #[Test]
+    public function it_regenerates_an_image_by_asset_when_the_cached_file_is_missing()
+    {
+        Event::fake();
+
+        Storage::fake('test');
+        $file = UploadedFile::fake()->image('foo/hoff.jpg', 30, 60);
+        Storage::disk('test')->putFileAs('foo', $file, 'hoff.jpg');
+        $container = tap(AssetContainer::make('test_container')->disk('test'))->save();
+        $asset = tap($container->makeAsset('foo/hoff.jpg'))->save();
+
+        ImageValidator::shouldReceive('isValidImage')
+            ->andReturnTrue()
+            ->times(2); // Two manipulations should happen because the cached file gets deleted.
+
+        $path = $this->makeGenerator()->generateByAsset($asset, ['w' => 100, 'h' => 100]);
+
+        // Delete the generated file, but keep the cache store entry pointing to it.
+        Glide::cacheDisk()->delete($path);
+        $this->assertCount(0, $this->generatedImagePaths());
+
+        $regeneratedPath = $this->makeGenerator()->generateByAsset($asset, ['w' => 100, 'h' => 100]);
+
+        $this->assertEquals($path, $regeneratedPath);
+        $this->assertCount(1, $paths = $this->generatedImagePaths());
+        $this->assertContains($path, $paths);
+        Event::assertDispatchedTimes(GlideImageGenerated::class, 2);
+    }
+
     #[Test]
     public function it_throws_unable_to_read_file_when_asset_is_not_a_valid_image()
     {