diff --git a/ghostwriter/reporting/migrations/0053_alter_evidence_document.py b/ghostwriter/reporting/migrations/0053_alter_evidence_document.py
new file mode 100644
index 000000000..30aa41697
--- /dev/null
+++ b/ghostwriter/reporting/migrations/0053_alter_evidence_document.py
@@ -0,0 +1,20 @@
+# Generated by Django 3.2.19 on 2024-06-13 20:53
+
+from django.db import migrations, models
+import ghostwriter.reporting.models
+import ghostwriter.reporting.validators
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ('reporting', '0052_auto_20240516_1722'),
+    ]
+
+    operations = [
+        migrations.AlterField(
+            model_name='evidence',
+            name='document',
+            field=models.FileField(blank=True, max_length=255, upload_to=ghostwriter.reporting.models.set_evidence_upload_destination, validators=[ghostwriter.reporting.validators.validate_evidence_extension]),
+        ),
+    ]
diff --git a/ghostwriter/reporting/models.py b/ghostwriter/reporting/models.py
index 36b56677e..535f4168d 100644
--- a/ghostwriter/reporting/models.py
+++ b/ghostwriter/reporting/models.py
@@ -679,6 +679,7 @@ class Evidence(models.Model):
         upload_to=set_evidence_upload_destination,
         validators=[validate_evidence_extension],
         blank=True,
+        max_length=255,
     )
     friendly_name = models.CharField(
         "Friendly Name",
diff --git a/ghostwriter/reporting/tests/test_models.py b/ghostwriter/reporting/tests/test_models.py
index 6dbc258d1..1ffbf9226 100644
--- a/ghostwriter/reporting/tests/test_models.py
+++ b/ghostwriter/reporting/tests/test_models.py
@@ -529,6 +529,21 @@ def test_prop_filename(self):
         except Exception:
             self.fail("Evidence model `filename` property failed unexpectedly!")
 
+    def test_long_filename(self):
+        name = "In-mi-nisi-dignissim-nec-eleifend-sed-porta-eu-lacus-Sed-nunc-nisl-tristique-at-enim-bibendum-rutrum-sodales-ligula-Aliquam-quis-pharetra-sem-Morbi-nec-vestibulum-nunc-Nullam-urna-tortor-venenatis-et-nisi-ac-" + \
+            "fringilla-sodales-sed.txt"
+        evidence = EvidenceOnFindingFactory(
+            document=factory.django.FileField(
+                filename=name,
+                data=b"lorem ipsum")
+        )
+        self.assertEqual(evidence.filename, name)
+        try:
+            evidence.get_absolute_url()
+        except:
+            self.fail("Evidence.get_absolute_url() raised an exception")
+        evidence.delete()
+
 
 class FindingNoteModelTests(TestCase):
     """Collection of tests for :model:`reporting.FindingNote`."""