diff --git a/benefits/core/migrations/0031_transitagency_logo.py b/benefits/core/migrations/0031_transitagency_logo.py
new file mode 100644
index 000000000..365610c75
--- /dev/null
+++ b/benefits/core/migrations/0031_transitagency_logo.py
@@ -0,0 +1,36 @@
+# Generated by Django 5.1.2 on 2024-11-14 18:05
+
+import benefits.core.models
+from django.db import migrations, models
+
+
+class Migration(migrations.Migration):
+
+    dependencies = [
+        ("core", "0030_enrollmentevent_extra_claims"),
+    ]
+
+    operations = [
+        migrations.AddField(
+            model_name="transitagency",
+            name="logo_large",
+            field=models.ImageField(
+                blank=True,
+                default=None,
+                help_text="The large version of the transit agency's logo.",
+                null=True,
+                upload_to=benefits.core.models.agency_logo_large,
+            ),
+        ),
+        migrations.AddField(
+            model_name="transitagency",
+            name="logo_small",
+            field=models.ImageField(
+                blank=True,
+                default=None,
+                help_text="The small version of the transit agency's logo.",
+                null=True,
+                upload_to=benefits.core.models.agency_logo_small,
+            ),
+        ),
+    ]
diff --git a/benefits/core/models.py b/benefits/core/models.py
index 3b8b93079..86e63b6a1 100644
--- a/benefits/core/models.py
+++ b/benefits/core/models.py
@@ -5,6 +5,7 @@
 from functools import cached_property
 import importlib
 import logging
+import os
 import uuid
 
 from django.conf import settings
@@ -126,6 +127,19 @@ def __str__(self):
         return self.name
 
 
+def _agency_logo(instance, filename, size):
+    base, ext = os.path.splitext(filename)
+    return f"agencies/{instance.slug}-{size}" + ext
+
+
+def agency_logo_small(instance, filename):
+    return _agency_logo(instance, filename, "sm")
+
+
+def agency_logo_large(instance, filename):
+    return _agency_logo(instance, filename, "lg")
+
+
 class TransitAgency(models.Model):
     """An agency offering transit service."""
 
@@ -191,6 +205,20 @@ class TransitAgency(models.Model):
         help_text="The group of users who are allowed to do in-person eligibility verification and enrollment.",
         related_name="+",
     )
+    logo_large = models.ImageField(
+        default=None,
+        null=True,
+        blank=True,
+        upload_to=agency_logo_large,
+        help_text="The large version of the transit agency's logo.",
+    )
+    logo_small = models.ImageField(
+        default=None,
+        null=True,
+        blank=True,
+        upload_to=agency_logo_small,
+        help_text="The small version of the transit agency's logo.",
+    )
 
     def __str__(self):
         return self.long_name
diff --git a/tests/pytest/core/test_models.py b/tests/pytest/core/test_models.py
index 8b81f3527..c89992a46 100644
--- a/tests/pytest/core/test_models.py
+++ b/tests/pytest/core/test_models.py
@@ -6,7 +6,15 @@
 
 import pytest
 
-from benefits.core.models import SecretNameField, EnrollmentFlow, TransitAgency, EnrollmentEvent, EnrollmentMethods
+from benefits.core.models import (
+    SecretNameField,
+    EnrollmentFlow,
+    TransitAgency,
+    EnrollmentEvent,
+    EnrollmentMethods,
+    agency_logo_small,
+    agency_logo_large,
+)
 import benefits.secrets
 
 
@@ -413,6 +421,18 @@ def test_TransitAgency_for_user_in_group_not_linked_to_any_agency():
     assert TransitAgency.for_user(user) is None
 
 
+@pytest.mark.django_db
+def test_agency_logo_small(model_TransitAgency):
+
+    assert agency_logo_small(model_TransitAgency, "local_filename.png") == "agencies/test-sm.png"
+
+
+@pytest.mark.django_db
+def test_agency_logo_large(model_TransitAgency):
+
+    assert agency_logo_large(model_TransitAgency, "local_filename.png") == "agencies/test-lg.png"
+
+
 @pytest.mark.django_db
 def test_EnrollmentEvent_create(model_TransitAgency, model_EnrollmentFlow):
     ts = timezone.now()