diff --git a/src/Command/ModelCommand.php b/src/Command/ModelCommand.php
index 2b006f50..aa49069d 100644
--- a/src/Command/ModelCommand.php
+++ b/src/Command/ModelCommand.php
@@ -963,7 +963,7 @@ protected function getEmptyMethod(string $fieldName, array $metaData, string $pr
                 return $prefix . 'EmptyDateTime';
         }
 
-        if (preg_match('/file|image/', $fieldName)) {
+        if (preg_match('/(^|\s|_|-)(attachment|file|image)$/i', $fieldName)) {
             return $prefix . 'EmptyFile';
         }
 
diff --git a/tests/TestCase/Command/ModelCommandTest.php b/tests/TestCase/Command/ModelCommandTest.php
index 3e5f8bd9..47694cb1 100644
--- a/tests/TestCase/Command/ModelCommandTest.php
+++ b/tests/TestCase/Command/ModelCommandTest.php
@@ -1338,6 +1338,91 @@ public function testGetValidationExcludeForeignKeysSigned()
         $this->assertEquals($expected, $result);
     }
 
+    public function testGetValidationOfPossibleFileFields(): void
+    {
+        $model = $this->getTableLocator()->get('TodoItems');
+        $model->setSchema([
+            // matches
+            'attachment' => ['type' => 'custom', 'null' => true],
+            'file' => ['type' => 'string', 'null' => true],
+            'image' => ['type' => 'string', 'null' => true],
+            'PDF_ATTACHMENT' => ['type' => 'string', 'null' => true],
+            'pdf-file' => ['type' => 'string', 'null' => true],
+            'pdf image' => ['type' => 'string', 'null' => true],
+            // non-matches
+            'attachment_size' => ['type' => 'integer', 'null' => true],
+            'file_location' => ['type' => 'string', 'null' => true],
+            'image_width' => ['type' => 'integer', 'null' => true],
+            'profile_id' => ['type' => 'integer', 'null' => true],
+            'filesize' => ['type' => 'integer', 'null' => true],
+            'pilgrimage' => ['type' => 'string', 'null' => true],
+            'reattachments' => ['type' => 'integer', 'null' => true],
+        ]);
+
+        $associations = [];
+        $command = new ModelCommand();
+        $args = new Arguments([], [], []);
+
+        $result = $command->getValidation($model, $associations, $args);
+
+        $expected = [
+            // matches
+            'attachment' => [
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            'file' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            'image' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            'PDF_ATTACHMENT' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            'pdf-file' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            'pdf image' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyFile', 'args' => []],
+            ],
+            // non-matches
+            'attachment_size' => [
+                'integer' => ['rule' => 'integer', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'file_location' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'image_width' => [
+                'integer' => ['rule' => 'integer', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'profile_id' => [
+                'integer' => ['rule' => 'integer', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'filesize' => [
+                'integer' => ['rule' => 'integer', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'pilgrimage' => [
+                'scalar' => ['rule' => 'scalar', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+            'reattachments' => [
+                'integer' => ['rule' => 'integer', 'args' => []],
+                'allowEmpty' => ['rule' => 'allowEmptyString', 'args' => []],
+            ],
+        ];
+        $this->assertEquals($expected, $result);
+    }
+
     /**
      * test getting validation rules with the no-rules param.
      *