diff --git a/peachjam/fixtures/source_files/gauteng_judgment.pdf b/peachjam/fixtures/source_files/gauteng_judgment.pdf
new file mode 100644
index 000000000..16a1a7dcf
Binary files /dev/null and b/peachjam/fixtures/source_files/gauteng_judgment.pdf differ
diff --git a/peachjam/fixtures/source_files/zagpjhc_judgment.docx b/peachjam/fixtures/source_files/zagpjhc_judgment.docx
new file mode 100644
index 000000000..0c74b2d3b
Binary files /dev/null and b/peachjam/fixtures/source_files/zagpjhc_judgment.docx differ
diff --git a/peachjam/fixtures/tests/users.json b/peachjam/fixtures/tests/users.json
index 0ea350e3f..e763177d9 100644
--- a/peachjam/fixtures/tests/users.json
+++ b/peachjam/fixtures/tests/users.json
@@ -15,5 +15,22 @@
       "password": "pbkdf2_sha256$12000$NkxvaoXfb4p2$A6u0ez3trvm9VyIT606HB5G3NKRLl4znE4ZlsZS5T7U=",
       "date_joined": "2012-01-13 00:14:00+00:00"
     }
+  },
+  {
+    "pk": 2,
+    "model": "auth.user",
+    "fields": {
+      "username": "admin@example.com",
+      "first_name": "admin_user",
+      "last_name": "",
+      "is_active": true,
+      "is_superuser": true,
+      "is_staff": true,
+      "last_login": "2021-01-13 00:14:00+00:00",
+      "groups": [],
+      "user_permissions": [],
+      "password": "pbkdf2_sha256$12000$NkxvaoXfb4p2$A6u0ez3trvm9VyIT606HB5G3NKRLl4znE4ZlsZS5T7U=",
+      "date_joined": "2012-01-13 00:14:00+00:00"
+    }
   }
 ]
diff --git a/peachjam/tests/test_admin.py b/peachjam/tests/test_admin.py
new file mode 100644
index 000000000..ec30e74a4
--- /dev/null
+++ b/peachjam/tests/test_admin.py
@@ -0,0 +1,155 @@
+import os
+
+from django.contrib.auth.models import User
+from django.urls import reverse
+from django_webtest import WebTest
+from webtest import Upload
+
+from peachjam.models import Judgment
+
+
+class TestJudgmentAdmin(WebTest):
+    fixtures = ["tests/users", "tests/countries", "tests/courts", "tests/languages"]
+
+    def setUp(self):
+        self.app.set_user(User.objects.get(username="admin@example.com"))
+
+    def test_add_judgment_docx_swap_pdf(self):
+        # add judgment
+        judgment_add_url = reverse("admin:peachjam_judgment_add")
+        judgment_list_url = reverse("admin:peachjam_judgment_changelist")
+
+        form = self.app.get(judgment_add_url).form
+
+        form["jurisdiction"] = "ZA"
+        form["court"] = "1"
+        form["language"] = "en"
+        form["case_name"] = "test case"
+
+        # date uses a multi-field widget
+        form["date_0"] = "21"
+        form["date_1"] = "2"
+        form["date_2"] = "2000"
+
+        with open(
+            os.path.abspath("peachjam/fixtures/source_files/zagpjhc_judgment.docx"),
+            "rb",
+        ) as docx_file:
+            docx_file_content = docx_file.read()
+
+        # upload file
+        form["upload_file"] = Upload(
+            "file.docx",
+            docx_file_content,
+            "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
+        )
+
+        response = form.submit()
+        self.assertRedirects(response, judgment_list_url)
+
+        judgment = Judgment.objects.filter(
+            expression_frbr_uri="/akn/za/judgment/eacj/2000/1/eng@2000-02-21"
+        ).first()
+        self.assertIsNotNone(judgment)
+
+        # check if content_html has been extracted
+        self.assertIn(
+            "The second count is robbery, in that on or about near the place mentioned in count",
+            judgment.content_html,
+        )
+        self.assertEqual(
+            "test-case-2000-eacj-1-21-february-2000.docx",
+            judgment.source_file.filename,
+        )
+
+        # swap source file with pdf
+        judgment_change_url = reverse(
+            "admin:peachjam_judgment_change", kwargs={"object_id": judgment.pk}
+        )
+        form2 = self.app.get(judgment_change_url).form
+
+        with open(
+            os.path.abspath("peachjam/fixtures/source_files/gauteng_judgment.pdf"), "rb"
+        ) as pdf_file:
+            pdf_file_content = pdf_file.read()
+        form2["source_file-0-file"] = Upload(
+            "upload_pdf.pdf", pdf_file_content, "application/pdf"
+        )
+        response2 = form2.submit()
+        self.assertRedirects(response2, judgment_list_url)
+
+        judgment.refresh_from_db()
+        self.assertEqual(
+            "test-case-2000-eacj-1-21-february-2000.pdf", judgment.source_file.filename
+        )
+
+    def test_add_judgment_pdf_swap_docx(self):
+        # add judgment
+        judgment_add_url = reverse("admin:peachjam_judgment_add")
+        judgment_list_url = reverse("admin:peachjam_judgment_changelist")
+
+        form = self.app.get(judgment_add_url).form
+
+        form["jurisdiction"] = "ZA"
+        form["court"] = "1"
+        form["language"] = "en"
+        form["case_name"] = "test case"
+
+        # date uses a multi-field widget
+        form["date_0"] = "25"
+        form["date_1"] = "3"
+        form["date_2"] = "1999"
+
+        # upload file
+        with open(
+            os.path.abspath("peachjam/fixtures/source_files/gauteng_judgment.pdf"), "rb"
+        ) as pdf_file:
+            pdf_file_content = pdf_file.read()
+
+        form["upload_file"] = Upload(
+            "upload_pdf.pdf", pdf_file_content, "application/pdf"
+        )
+
+        response = form.submit()
+        self.assertRedirects(response, judgment_list_url)
+
+        judgment = Judgment.objects.filter(
+            expression_frbr_uri="/akn/za/judgment/eacj/1999/1/eng@1999-03-25"
+        ).first()
+        self.assertIsNotNone(judgment)
+
+        # check if content_html has been extracted
+        self.assertEqual(
+            "test-case-1999-eacj-1-25-march-1999.pdf",
+            judgment.source_file.filename,
+        )
+
+        # swap source file with pdf
+        judgment_change_url = reverse(
+            "admin:peachjam_judgment_change", kwargs={"object_id": judgment.pk}
+        )
+
+        with open(
+            os.path.abspath("peachjam/fixtures/source_files/zagpjhc_judgment.docx"),
+            "rb",
+        ) as docx_file:
+            docx_file_content = docx_file.read()
+
+        form2 = self.app.get(judgment_change_url).form
+        form2["source_file-0-file"] = Upload(
+            "file.docx",
+            docx_file_content,
+            "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
+        )
+
+        response2 = form2.submit()
+        self.assertRedirects(response2, judgment_list_url)
+
+        judgment.refresh_from_db()
+        self.assertIn(
+            "The second count is robbery, in that on or about near the place mentioned in count",
+            judgment.content_html,
+        )
+        self.assertEqual(
+            "test-case-1999-eacj-1-25-march-1999.docx", judgment.source_file.filename
+        )
diff --git a/pyproject.toml b/pyproject.toml
index f14fd11da..12717bab0 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -51,6 +51,7 @@ dependencies = [
     "django-sass-processor-dart-sass>=0.1.0",
     "django-storages>=1.12.3",
     "django-treebeard>=4.5.1",
+    "django-webtest>=1.9.11",
     "djangorestframework>=3.13.1",
     "drf-spectacular>=0.26.0",
     "docpipe @ git+https://github.com/laws-africa/docpipe.git@dadd9683eb946066816ad1250c098ff96686eb5f",